Nanostructured heterogeneous photocatalyst materials for green synthesis of valuable chemicals

Yaru Li , Dongsheng Zhang , Wei Qiao , Hongwei Xiang , Flemming Besenbacher , Yongwang Li , Ren Su

Chemical Synthesis ›› 2022, Vol. 2 ›› Issue (2) : 9

PDF
Chemical Synthesis ›› 2022, Vol. 2 ›› Issue (2) :9 DOI: 10.20517/cs.2022.05
Review

Nanostructured heterogeneous photocatalyst materials for green synthesis of valuable chemicals

Author information +
History +
PDF

Abstract

The photocatalytic process employing nanostructured semiconductor materials has attracted great attention in energy production, CO2 reduction, and water/air purification for decades. Recently, applying heterogeneous photocatalyst for the synthesis of valuable chemicals is gradually emerging and considered as a promising process for the conversion of cheap resources (i.e., biomass derivatives, polyols, and aromatic hydrocarbons). Compared with traditional thermal catalytic approaches, the photocatalytic process provides a mild reaction condition and flexible platform (photocatalyst) that allows precise tweaking of reaction intermediates and reaction pathways, thus resulting in fine control of the selective synthesis of specialized chemicals that are challenging for thermal catalysis. In this review, we summarize recent achievements in photocatalytic synthesis of various industrial important chemicals via photo-oxidative and photo-reductive processes. The selective oxidation of alcohols and aromatics, epoxidation of alkenes, hydrogenation of gaseous molecules and hydrocarbons, and coupling reactions by means of various photocatalysts including metal oxides, supported plasmonic metal nanostructures, conjugated organic polymers, anchored homogeneous catalysts, and dye-sensitized heterostructures are discussed from a material perspective. In addition, fundamental understandings of reaction mechanisms and rational design of nanostructured photocatalysts for enhancing efficiency, selectivity, and stability are discussed in detail.

Keywords

Photocatalysis / chemical synthesis / green chemistry / reaction mechanisms / material design

Cite this article

Download citation ▾
Yaru Li, Dongsheng Zhang, Wei Qiao, Hongwei Xiang, Flemming Besenbacher, Yongwang Li, Ren Su. Nanostructured heterogeneous photocatalyst materials for green synthesis of valuable chemicals. Chemical Synthesis, 2022, 2(2): 9 DOI:10.20517/cs.2022.05

登录浏览全文

4963

注册一个新账户 忘记密码

References

[1]

Ertl G.Surface science and catalysis-studies on the mechanism of ammonia synthesis: The P. H. emmett award address.Catalysis Reviews2006;21:201-23

[2]

Yin H,Peng Y.Dual active centers bridged by oxygen vacancies of ruthenium single-atom hybrids supported on molybdenum oxide for photocatalytic ammonia synthesis.Angew Chem Int Ed Engl2022;61:e202114242

[3]

Wiley Online Library. Ullmann’s encyclopedia of industrial chemistry. 2000.

[4]

Tuxen A,Gøbel H.Size threshold in the dibenzothiophene adsorption on MoS2 nanoclusters.ACS Nano2010;4:4677-82

[5]

Su R,Chen K.Novel in situ method (vacuum assisted electroless plating) modified porous cathode for solid oxide fuel cells.Electrochemistry Communications2008;10:844-7

[6]

Fujishima A.Electrochemical photolysis of water at a semiconductor electrode.Nature1972;238:37-8

[7]

Sunada K,Hashimoto K.Studies on photokilling of bacteria on TiO2 thin film.Journal of Photochemistry and Photobiology A: Chemistry2003;156:227-33

[8]

Su R,Liu J.Mechanistic insight into the interaction between a titanium dioxide photocatalyst and Pd cocatalyst for improved photocatalytic performance.ACS Catal2016;6:4239-47

[9]

Su R,He Q.Promotion of phenol photodecomposition over TiO2 using Au, Pd, and Au-Pd nanoparticles.ACS Nano2012;6:6284-92

[10]

Wang X,Su R.The influence of crystallite size and crystallinity of anatase nanoparticles on the photo-degradation of phenol.Journal of Catalysis2014;310:100-8

[11]

Goto Y,Wang Q.A particulate photocatalyst water-splitting panel for large-scale solar hydrogen generation.Joule2018;2:509-20

[12]

Su R,Hutchings G.Alternative materials to TiO2.

[13]

Liu N,Freitag D.Black TiO2 nanotubes: cocatalyst-free open-circuit hydrogen generation.Nano Lett2014;14:3309-13

[14]

Cao J,Li N,Cao M.Mesoporous Ta(3)N(5) microspheres prepared from a high-surface-area, microporous, amorphous precursor and their visible-light-driven photocatalytic activity.Chemistry2013;19:12619-23

[15]

Burton LA,Abellon RD.Synthesis, characterization, and electronic structure of single-crystal SnS, Sn2S3, and SnS2.Chem Mater2013;25:4908-16

[16]

Wang Y,Zhu Y.Nanostructured VO2 photocatalysts for hydrogen production.ACS Nano2008;2:1492-6

[17]

Bao N,Takata T.Self-templated synthesis of nanoporous CdS nanostructures for highly efficient photocatalytic hydrogen production under visible light.Chem Mater2008;20:110-7

[18]

Das R,Kumar R.Noble-metal-free heterojunction photocatalyst for selective CO2 reduction to methane upon induced strain relaxation.ACS Catal2022;12:687-97

[19]

Liu Q,Mo W.Emerging stacked photocatalyst design enables spatially separated Ni(OH)2 redox cocatalysts for overall CO2 reduction and H2O oxidation.Small2022;18:e2104681

[20]

Chen Y,Fan G.Cooperative catalysis coupling photo-/photothermal effect to drive Sabatier reaction with unprecedented conversion and selectivity.Joule2021;5:3235-51

[21]

Ghasimi S,Wang ZJ,Yuan J.Heterophase photocatalysts from water-soluble conjugated polyelectrolytes: an example of self-initiation under visible light.Angew Chem Int Ed Engl2015;54:14549-53

[22]

Zhang H,Shi L,Wang T.Engineering coordination polymers for photocatalysis.Nano Energy2016;22:149-68

[23]

Zhang G,Wang L.Inorganic perovskite photocatalysts for solar energy utilization.Chem Soc Rev2016;45:5951-84

[24]

Dong B,Liu T.Development of novel perovskite-like oxide photocatalyst LiCuTa3O9 with dual functions of water reduction and oxidation under visible light irradiation.Adv Energy Mater2018;8:1801660

[25]

Wang J,Lin W.Metal-organic frameworks for light harvesting and photocatalysis.ACS Catal2012;2:2630-40

[26]

Wang S.Multifunctional metal-organic frameworks for photocatalysis.Small2015;11:3097-112

[27]

Fu S,Guo S.Feeding carbonylation with CO2 via the synergy of single-site/nanocluster catalysts in a photosensitizing MOF.J Am Chem Soc2021;143:20792-801

[28]

Cheng X,Wang S,Sun W.Enhanced photocatalytic CO2 reduction activity over NH2-MIL-125(Ti) by facet regulation.ACS Catal2021;11:650-8

[29]

Lu H,Chen T.A high-performance Bi2O3/Bi2SiO5 p-n heterojunction photocatalyst induced by phase transition of Bi2O3.Applied Catalysis B: Environmental2018;237:59-67

[30]

Low J,Jaroniec M,Al-Ghamdi AA.Heterojunction photocatalysts.Adv Mater2017;29:1601694

[31]

Yang Y,Wang L.Constructing a metallic/semiconducting TaB2/Ta2O5 core/shell heterostructure for photocatalytic hydrogen evolution.Adv Energy Mater2014;4:1400057

[32]

Hu J,Mo Z.Z-scheme 2D/2D heterojunction of black phosphorus/monolayer Bi2WO6 nanosheets with enhanced photocatalytic activities.Angew Chem Int Ed Engl2019;58:2073-7

[33]

Yang J,Han H.Roles of cocatalysts in photocatalysis and photoelectrocatalysis.Acc Chem Res2013;46:1900-9

[34]

Maeda K,Domen K.Role and function of ruthenium species as promoters with TaON-based photocatalysts for oxygen evolution in two-step water splitting under Visible Light.J Phys Chem C2011;115:3057-64

[35]

Vercammen J,Neale S.Shape-selective C-H activation of aromatics to biarylic compounds using molecular palladium in zeolites.Nat Catal2020;3:1002-9

[36]

Wang Y,Grape ES.A tunable multivariate metal-organic framework as a platform for designing photocatalysts.J Am Chem Soc2021;143:6333-8 PMCID:PMC8297731

[37]

Rosso C,Prato M.Use of nitrogen-doped carbon nanodots for the photocatalytic fluoroalkylation of organic compounds.Chemistry2019:16032-6

[38]

Zhao X,Meng D.Nickel-coordinated carbon nitride as a metallaphotoredox platform for the cross-coupling of aryl halides with alcohols.ACS Catal2020;10:15178-85

[39]

Huang Y,Li M.Photoimmobilized Ni clusters boost photodehydrogenative coupling of amines to imines via enhanced hydrogen evolution kinetics.ACS Catal2020;10:3904-10

[40]

Li S,Davis AH.Photocatalytic chemoselective C-C bond cleavage at room temperature in dye-sensitized photoelectrochemical cells.ACS Catal2021;11:3771-81

[41]

Mazzanti S,Pieber B,Savateev A.Dichloromethylation of enones by carbon nitride photocatalysis.Nat Commun2020;11:1387 PMCID:PMC7070069

[42]

Khamrai J,Savateev A,König B.Photo-Ni-dual-catalytic C(sp2)-C(sp3) cross-coupling reactions with mesoporous graphitic carbon nitride as a heterogeneous organic semiconductor photocatalyst.ACS Catal2020;10:3526-32

[43]

Ithisuphalap K,Guo L,Yang H.Photocatalysis and photoelectrocatalysis methods of nitrogen reduction for sustainable ammonia synthesis.Small Methods2019;3:1800352

[44]

Zhao Y,Waterhouse GIN.Layered-double-hydroxide nanosheets as efficient visible-light-driven photocatalysts for dinitrogen fixation.Adv Mater2017;29:1703828

[45]

Chen L,Song L.Heterogeneous photocatalysis for selective oxidation of alcohols and hydrocarbons.Applied Catalysis B: Environmental2019;242:379-88

[46]

Parrino F,García-lópez EI,Loddo V.Heterogeneous photocatalysis for selective formation of high-value-added molecules: some chemical and engineering aspects.ACS Catal2018;8:11191-225

[47]

Huang Y,Gao G.Stable copper nanoparticle photocatalysts for selective epoxidation of alkenes with visible light.ACS Catal2017;7:4975-85

[48]

Dai Y,Shen Y.Efficient solar-driven hydrogen transfer by bismuth-based photocatalyst with engineered basic sites.J Am Chem Soc2018;140:16711-9

[49]

Ma D,Li S,Chen C.TiO2 photocatalysis for C-C bond formation.Catal Sci Technol2018;8:2030-45

[50]

Fagnoni M,Ravelli D.Photocatalysis for the formation of the C-C bond.Chem Rev2007;107:2725-56

[51]

Corrigan N,Xu J.Photocatalysis in organic and polymer synthesis.Chem Soc Rev2016;45:6165-212

[52]

Chen TQ.A metallaphotoredox strategy for the cross-Electrophile coupling of α-Chloro carbonyls with aryl halides.Angew Chem Int Ed Engl2019;58:14584-8 PMCID:PMC6764888

[53]

Vasilopoulos A,Stahl SS.C(sp3)-H methylation enabled by peroxide photosensitization and Ni-mediated radical coupling.Science2021;372:398-403 PMCID:PMC8110093

[54]

Liu Z,Lei T.Photo-induced reductive cross-coupling of aldehydes, ketones and imines with electron-deficient arenes to construct aryl substituted alcohols and amines.Chinese Journal of Catalysis2018;39:487-94

[55]

Terrett JA,Shurtleff VW.Switching on elusive organometallic mechanisms with photoredox catalysis.Nature2015;524:330-4 PMCID:PMC4545738

[56]

Nakajima M,Loescher S,Rueping M.Photoredox-Catalyzed Reductive Coupling of Aldehydes, Ketones, and Imines with Visible Light.Angew Chem Int Ed Engl2015;54:8828-32

[57]

Zhao G,Guo L,Lin R.Reactivity insight into reductive coupling and aldol cyclization of chalcones by visible light photocatalysis.J Org Chem2012;77:6302-6

[58]

Marzo L,Reiser O.Visible-light photocatalysis: does it make a difference in organic synthesis?.Angew Chem Int Ed Engl2018;57:10034-72

[59]

Dong Z.Metallaphotoredox-enabled deoxygenative arylation of alcohols.Nature2021;598:451-6 PMCID:PMC8643278

[60]

Torres GM,Arndtsen BA.A dual light-driven palladium catalyst: Breaking the barriers in carbonylation reactions.Science2020;368:318-23

[61]

Xu B,Dykstra R,Gutierrez O.Photocatalyzed diastereoselective isomerization of cinnamyl chlorides to cyclopropanes.J Am Chem Soc2020;142:6206-15 PMCID:PMC7224234

[62]

Yang Q,Qiao Y.Photocatalytic C-H activation and the subtle role of chlorine radical complexation in reactivity.Science2021;372:847-52

[63]

Constantin T,Regni A,Juliá F.Aminoalkyl radicals as halogen-atom transfer agents for activation of alkyl and aryl halides.Science2020;367:1021-6

[64]

Lee GS,Hong SH.Pd-catalyzed formal Mizoroki-Heck coupling of unactivated alkyl chlorides.Nat Commun2021;12:991 PMCID:PMC7881129

[65]

Chen C,Fu GC.Photoinduced copper-catalysed asymmetric amidation via ligand cooperativity.Nature2021;596:250-6 PMCID:PMC8363576

[66]

Suzuki K,Yamaguchi K.Polyoxometalate photocatalysis for liquid-phase selective organic functional group transformations.ACS Catal2018;8:10809-25

[67]

Kobielusz M,Macyk W. Materials for sustainable energy. Available from: https://www.elsevier.com/books/materials-for-sustainable-energy/van-eldik/978-0-12-815077-1 [Last accessed on 21 Apr 2022]

[68]

Miyabe H.Photocatalytic single electron transfer reactions on TiO2 semiconductor.Sci China Chem2019;62:1439-49

[69]

Bloh JZ.Heterogeneous photoredox catalysis: reactions, materials, and reaction engineering.Eur J Org Chem2017;2017:2085-94

[70]

Chen Y,Yu D,Xiao W.Visible light-driven organic photochemical synthesis in China.Sci China Chem2019;62:24-57

[71]

Colmenares JC.Heterogeneous photocatalytic nanomaterials: prospects and challenges in selective transformations of biomass-derived compounds.Chem Soc Rev2014;43:765-78

[72]

Fang Y,Fang T.Photocatalysis: an overview of recent developments and technological advancements.Sci China Chem2020;63:149-81

[73]

Cheng H.Recent advances in modified TiO2 for photo-induced organic synthesis.Org Biomol Chem2019;17:9977-89

[74]

Gisbertz S.Heterogeneous photocatalysis in organic synthesis.ChemPhotoChem2020;4:456-75

[75]

Bamwenda GR,Nakamura T.Photoassisted hydrogen production from a water-ethanol solution: a comparison of activities of Au-TiO2 and Pt-TiO2.Journal of Photochemistry and Photobiology A: Chemistry1995;89:177-89

[76]

Bahruji H,Davies PR.New insights into the mechanism of photocatalytic reforming on Pd/TiO2.Applied Catalysis B: Environmental2011;107:205-9

[77]

Wang X,Thomas A.A metal-free polymeric photocatalyst for hydrogen production from water under visible light.Nat Mater2009;8:76-80

[78]

Wu B,Mubeen S,Moskovits M.Anisotropic growth of TiO2 onto gold nanorods for plasmon-enhanced hydrogen production from water reduction.J Am Chem Soc2016;138:1114-7

[79]

Samanta S,Parida K.Facile synthesis of Au/g-C3N4 nanocomposites: an inorganic/organic hybrid plasmonic photocatalyst with enhanced hydrogen gas evolution under visible-light irradiation.ChemCatChem2014;

[80]

Ruberu TPA,Slowing II.Selective alcohol dehydrogenation and hydrogenolysis with semiconductor-metal photocatalysts: toward solar-to-chemical energy conversion of biomass-relevant substrates.J Phys Chem Lett2012;3:2798-802

[81]

Lu H,Li L.Selective oxidation of sacrificial ethanol over TiO2-based photocatalysts during water splitting.Energy Environ Sci2011;4:3384

[82]

Zhang H,Li L.Photocatalytic direct conversion of ethanol to 1,1- diethoxyethane over noble-metal-loaded TiO2 nanotubes and nanorods.ChemSusChem2015;8:1226-31

[83]

Pillai UR.Selective oxidation of alcohols in gas phase using light-activated titanium dioxide.Journal of Catalysis2002;211:434-44

[84]

Park JY,Somorjai GA.Role of hot electrons and metal-oxide interfaces in surface chemistry and catalytic reactions.Chem Rev2015;115:2781-817

[85]

Li H,Yang Z,Wang J.New reaction pathway induced by plasmon for selective benzyl alcohol oxidation on BiOCl possessing oxygen vacancies.J Am Chem Soc2017;139:3513-21

[86]

Nakato Y,Yano H.Effect of microscopic discontinuity of metal overlayers on the photovoltages in metal-coated semiconductor-liquid junction photoelectrochemical cells for efficient solar energy conversion.J Phys Chem1988;92:2316-24

[87]

Sakamoto H,Yasumoto N.Hot-Electron-Induced Highly Efficient O2 Activation by Pt Nanoparticles Supported on Ta2O5 Driven by Visible Light.J Am Chem Soc2015;137:9324-32

[88]

Sugano Y,Tsukamoto D,Tanaka S.Supported Au-Cu bimetallic alloy nanoparticles: an aerobic oxidation catalyst with regenerable activity by visible-light irradiation.Angew Chem Int Ed Engl2013;52:5295-9

[89]

Landry MJ,Meng BY,Moores A.Surface-plasmon-mediated hydrogenation of carbonyls catalyzed by silver nanocubes under visible light.ACS Catal2017;7:6128-33

[90]

Han C,Gao G.Selective oxidation of methanol to methyl formate on catalysts of Au-Ag alloy nanoparticles supported on titania under UV irradiation.Green Chem2014;16:3603-15

[91]

Xiao Q,Bo A.Catalytic transformation of aliphatic alcohols to corresponding esters in O2 under neutral conditions using visible-light irradiation.J Am Chem Soc2015;137:1956-66

[92]

Su R,Logsdail AJ.Designer titania-supported Au-Pd nanoparticles for efficient photocatalytic hydrogen production.ACS Nano2014;8:3490-7

[93]

Jiang X,Zhang L,Chen S.Photocatalytic reforming of glycerol for H2 evolution on Pt/TiO2: fundamental understanding the effect of co-catalyst Pt and the Pt deposition route.J Mater Chem A2015;3:2271-82

[94]

Sanwald KE,Eisenreich W,Lercher JA.Catalytic routes and oxidation mechanisms in photoreforming of polyols.Journal of Catalysis2016;344:806-16

[95]

Berto TF,Eisenreich W,Lercher JA.Photoreforming of ethylene glycol over Rh/TiO2 and Rh/GaN:ZnO.Journal of Catalysis2016;338:68-81

[96]

Jin X,Xu C.Photocatalytic C C bond cleavage in ethylene glycol on TiO2: a molecular level picture and the effect of metal nanoparticles.Journal of Catalysis2017;354:37-45

[97]

Chong R,Zhou X.Selective photocatalytic conversion of glycerol to hydroxyacetaldehyde in aqueous solution on facet tuned TiO2-based catalysts.Chem Commun (Camb)2014;50:165-7

[98]

Augugliaro V,Loddo V.Partial photocatalytic oxidation of glycerol in TiO2 water suspensions.Catalysis Today2010;151:21-8

[99]

Li C,Cheruvathur A.In-situ probing photocatalytic C-C bond cleavage in ethylene glycol under ambient conditions and the effect of metal cocatalyst.Journal of Catalysis2018;365:313-9

[100]

Zhang Y,Tang Z.Identification of Bi2WO6 as a highly selective visible-light photocatalyst toward oxidation of glycerol to dihydroxyacetone in water.Chem Sci2013;4:1820

[101]

Sajkowski DJ.Structure sensitivity of the catalytic oxidation of ethene by silver.Catalysis Reviews1987;29:325-60

[102]

Nijhuis TA,Moulijn JA.The Production of propene oxide:  catalytic processes and recent developments.Ind Eng Chem Res2006;45:3447-59

[103]

Torres D,Illas F.Why copper is intrinsically more selective than silver in alkene epoxidation: ethylene oxidation on Cu(111) versus Ag(111).J Am Chem Soc2005;127:10774-5

[104]

Christopher P,Linic S.Visible-light-enhanced catalytic oxidation reactions on plasmonic silver nanostructures.Nat Chem2011;3:467-72

[105]

Christopher P,Marimuthu A.Singular characteristics and unique chemical bond activation mechanisms of photocatalytic reactions on plasmonic nanostructures.Nat Mater2012;11:1044-50

[106]

Marimuthu A,Linic S.Tuning selectivity in propylene epoxidation by plasmon mediated photo-switching of Cu oxidation state.Science2013;339:1590-3

[107]

Zhang X,Heo J.In situ formation of catalytically active graphene in ethylene photo-epoxidation.Nat Commun2018;9:3056 PMCID:PMC6076287

[108]

Jin JK,Liu XY.Building a Pyrazole-benzothiadiazole-pyrazole photosensitizer into metal-organic frameworks for photocatalytic aerobic oxidation.J Am Chem Soc2021;143:21340-9

[109]

Dai Y,Li Y.Solid base Bi24O31Br10(OH)δ with Active lattice oxygen for the efficient photo-oxidation of primary alcohols to aldehydes.Angew Chem Int Ed Engl2019;58:6265-70

[110]

Chen X,Fu X,Wang X.Fe-g-C3N4-catalyzed oxidation of benzene to phenol using hydrogen peroxide and visible light.J Am Chem Soc2009;131:11658-9

[111]

Yoshida H,Aoki M,Itoh H.Photocatalytic hydroxylation of aromatic ring by using water as an oxidant.Chem Commun (Camb)2008;:4634-6

[112]

Yuzawa H,Otake K,Itoh H.Reaction mechanism of aromatic ring hydroxylation by water over platinum-loaded titanium oxide photocatalyst.J Phys Chem C2012;116:25376-87

[113]

Zhang G,Shim J,Choi W.Photocatalytic hydroxylation of benzene to phenol over titanium oxide entrapped into hydrophobically modified siliceous foam.Applied Catalysis B: Environmental2011;102:132-9

[114]

Su R,Jensen MM.Selective photocatalytic oxidation of benzene for the synthesis of phenol using engineered Au-Pd alloy nanoparticles supported on titanium dioxide.Chem Commun (Camb)2014;50:12612-4

[115]

Hosseini SM,Kulinich SA.Au-Pd@g-C3N4 as an efficient photocatalyst for visible-light oxidation of benzene to phenol: experimental and mechanistic study.J Phys Chem C2018;122:27477-85

[116]

He J,Primo A,Li Z.Selective photocatalytic benzene hydroxylation to phenol using surface-modified Cu2O supported on graphene.J Mater Chem A2018;6:19782-7

[117]

Ide Y,Ogawa M.Efficient visible-light-induced photocatalytic activity on gold-nanoparticle-supported layered titanate.J Am Chem Soc2010;132:16762-4

[118]

Jaynes BS.Radical carbonylation of alkanes via polyoxotungstate photocatalysis.J Am Chem Soc1995;117:4704-5

[119]

Suzuki K,Kikukawa Y,Mizuno N.Visible-light-induced photoredox catalysis with a tetracerium-containing silicotungstate.Angew Chem Int Ed Engl2014;53:5356-60

[120]

Yamamoto A,Yoshida H.Visible-light-induced photocatalytic benzene/cyclohexane cross-coupling utilizing a ligand-to-metal charge transfer benzene complex adsorbed on titanium oxides.Catal Sci Technol2018;8:2046-50

[121]

Cao X,Lin R.A photochromic composite with enhanced carrier separation for the photocatalytic activation of benzylic C-H bonds in toluene.Nat Catal2018;1:704-10

[122]

Wu X,Xie S.Solar energy-driven lignin-first approach to full utilization of lignocellulosic biomass under mild conditions.Nat Catal2018;1:772-80

[123]

Eisenhofer A,Gschwind RM.Photocatalytic phenol-arene C-C and C-O cross-dehydrogenative coupling: photocatalytic phenol-arene C-C and C-O cross-dehydrogenative coupling.Eur J Org Chem2017;2017:2194-204

[124]

Zhao G,Guo L,Chen C.Visible light-induced oxidative coupling reaction: easy access to Mannich-type products.Chem Commun (Camb)2012;48:2337-9

[125]

Tan Y,Liu C.Boosting photocatalytic cross-dehydrogenative coupling reaction by incorporating [RuII(bpy)3] into a radical metal-organic framework.Applied Catalysis B: Environmental2018;227:425-32

[126]

Zhang N,Ye H.Oxide defect engineering enables to couple solar energy into oxygen activation.J Am Chem Soc2016;138:8928-35

[127]

Raza F,Lee H,Jeon S.Visible-light-driven oxidative coupling reactions of amines by photoactive WS2 nanosheets.ACS Catal2016;6:2754-9

[128]

Xu Y,Fu W.Visible-light driven oxidative coupling of amines to imines with high selectivity in air over core-shell structured CdS@C3N4.Applied Catalysis B: Environmental2018;236:176-83

[129]

Yu J,Qiao W.Catalytic role of metal nanoparticles in selectivity control over photodehydrogenative coupling of primary amines to imines and secondary amines.ACS Catal2021;11:6656-61

[130]

Xie S,Deng J.Visible light-driven C-H activation and C-C coupling of methanol into ethylene glycol.Nat Commun2018;9:1181 PMCID:PMC5862904

[131]

Xiao Q,Bo A.Visible light-driven cross-coupling reactions at lower temperatures using a photocatalyst of palladium and gold alloy nanoparticles.ACS Catal2014;4:1725-34

[132]

Ghasimi S,Huang W,Zhang KAI.A Conjugated microporous polymer for palladium-free, visible light-promoted photocatalytic stille-type coupling reactions.Adv Sci (Weinh)2017;4:1700101 PMCID:PMC5566346

[133]

Shiraishi Y,Sugano Y,Hirai T.N-Monoalkylation of amines with alcohols by tandem photocatalytic and catalytic reactions on TiO2 loaded with Pd nanoparticles.ACS Catal2013;3:312-20

[134]

Wang LM,Jenkinson K,Saito S.N-Alkylation of functionalized amines with alcohols using a copper-gold mixed photocatalytic system.Sci Rep2018;8:6931 PMCID:PMC5931965

[135]

Lv D,Qiao W.Metal cocatalyst mediated photocatalytic dehydrogenative-condensation and direct condensation cross-coupling of aniline and alcohol.Applied Catalysis B: Environmental2022;309:121264

[136]

Alkhatib II,Pagliaro M,Palmisano G.Metal-organic frameworks for photocatalytic CO2 reduction under visible radiation: a review of strategies and applications.Catalysis Today2020;340:209-24

[137]

Yu S,Heo J.Plasmonic control of multi-electron transfer and C-C coupling in visible-light-driven CO2 reduction on Au nanoparticles.Nano Lett2018;18:2189-94

[138]

Iwase A,Takayama T,Amal R.Water splitting and CO2 reduction under visible light irradiation using Z-scheme systems consisting of metal sulfides, CoOx-loaded BiVO4, and a reduced graphene oxide electron mediator.J Am Chem Soc2016;138:10260-4

[139]

Wang S,Wang X.Development of a stable MnCo2O4 cocatalyst for photocatalytic CO2 reduction with visible light.ACS Appl Mater Interfaces2015;7:4327-35

[140]

Ye M,Liu E,Wang D.Boosting the photocatalytic activity of P25 for carbon dioxide reduction by using a surface-alkalinized titanium carbide mxene as cocatalyst.ChemSusChem2018;11:1606-11

[141]

Iizuka K,Miseki Y,Kudo A.Photocatalytic reduction of carbon dioxide over Ag cocatalyst-loaded ALa4Ti4O15 (A = Ca, Sr, and Ba) using water as a reducing reagent.J Am Chem Soc2011;133:20863-8

[142]

Chang X,Gong J.CO2 photo-reduction: insights into CO2 activation and reaction on surfaces of photocatalysts.Energy Environ Sci2016;9:2177-96

[143]

Sastre F,García H.Visible-light photocatalytic conversion of carbon monoxide to methane by nickel(II) oxide.Angew Chem Int Ed Engl2013;52:12983-7

[144]

Sastre F,Liu L,García H.Complete photocatalytic reduction of CO2 to methane by H2 under solar light irradiation.J Am Chem Soc2014;136:6798-801

[145]

Guo X,Jin G.Photocatalytic Fischer-Tropsch synthesis on graphene-supported worm-like ruthenium nanostructures.ACS Catal2015;5:3836-40

[146]

Chen G,Zhao Y.Alumina-supported CoFe Alloy catalysts derived from layered-double-hydroxide nanosheets for efficient photothermal CO2 hydrogenation to hydrocarbons.Adv Mater2018;30:1704663

[147]

Zhao Y,Li M.Reductive transformation of layered-double-hydroxide nanosheets to fe-based heterostructures for efficient visible-light photocatalytic hydrogenation of CO.Adv Mater2018;:e1803127

[148]

Li Z,Liu J.Titania-supported Ni2P/Ni catalysts for selective solar-driven CO hydrogenation.Adv Mater2021;33:e2103248

[149]

Li Z,Shi R,Wen X.Fe-based catalysts for the direct photohydrogenation of CO2 to value-added hydrocarbons.Adv Energy Mater2021;11:2002783

[150]

Ye JH,Huang H,Yu DG.Radical Carboxylative Cyclizations and Carboxylations with CO2.Acc Chem Res2021;54:2518-31

[151]

Yang T,Wang H.Photocatalytic reduction of CO2 to CH3OH coupling with the oxidation of amine to imine.Catal Lett2018;148:2382-90

[152]

Chen Y,Ma Y,Cai J.Coupling photocatalytic CO2 reduction with benzyl alcohol oxidation to produce benzyl acetate over Cu2O/Cu.Catal Sci Technol2018;8:2218-23

[153]

Campos-Martin JM,Fierro JL.Hydrogen peroxide synthesis: an outlook beyond the anthraquinone process.Angew Chem Int Ed Engl2006;45:6962-84

[154]

Teranishi M,Tada H.In situ liquid phase synthesis of hydrogen peroxide from molecular oxygen using gold nanoparticle-loaded titanium(IV) dioxide photocatalyst.J Am Chem Soc2010;132:7850-1

[155]

Xiong X,Liu S,Xu Y.Sustained production of H2O2 in alkaline water solution using borate and phosphate-modified Au/TiO2 photocatalysts.Photochem Photobiol Sci2018;17:1018-22

[156]

Moon G,Bokare AD,Choi W.Solar production of H2O2 on reduced graphene oxide-TiO2 hybrid photocatalysts consisting of earth-abundant elements only.Energy Environ Sci2014;7:4023-8

[157]

Shiraishi Y,Sugano Y.Highly selective production of hydrogen peroxide on graphitic carbon nitride (g-C3N4) photocatalyst activated by visible light.ACS Catal2014;4:774-80

[158]

He B,Chen X.Multidimensional (0D-3D) Functional nanocarbon: promising material to strengthen the photocatalytic activity of graphitic carbon nitride.Green Energy Environ2021;6:823-45.

[159]

Li S,Hailili R.Effective photocatalytic H2O2 production under visible light irradiation at g-C3N4 modulated by carbon vacancies.Applied Catalysis B: Environmental2016;190:26-35

[160]

Kim H,Hu S,Kim J.Photocatalytic hydrogen peroxide production by anthraquinone-augmented polymeric carbon nitride.Applied Catalysis B: Environmental2018;229:121-9

[161]

Teng Z,Yang H.Atomically dispersed antimony on carbon nitride for the artificial photosynthesis of hydrogen peroxide.Nat Catal2021;4:374-84

[162]

Joyce-pruden C,Li Y.Photoinduced reduction of aldehydes on titanium dioxide.J Org Chem1992;57:5087-91

[163]

Yanagida S,Shiragami T,Mori H.Semiconductor photocatalysis. I. Quantitative photoreduction of aliphatic ketones to alcohols using defect-free zinc sulfide quantum crystallites.J Phys Chem1990;94:3104-11

[164]

Hao D,Gao S.Emerging artificial nitrogen cycle processes through novel electrochemical and photochemical synthesis.Materials Today2021;46:212-33

[165]

Zhang H,Zhao T,Zhu Z.Hydrogenative cyclization of levulinic acid into γ-valerolactone by photocatalytic intermolecular hydrogen transfer.Green Chem2016;18:2296-301

[166]

Kohtani S,Yoshioka E.Dye-sensitized photo-hydrogenation of aromatic ketones on titanium dioxide under visible light irradiation.Catalysis Communications2014;43:61-5

[167]

Jiao Z,Zhai Z,Wang X.The enhanced catalytic performance of Pd/SiC for the hydrogenation of furan derivatives at ambient temperature under visible light irradiation.Catal Sci Technol2014;4:2494-8

[168]

Hao CH,Pan YT.Visible-light-driven selective photocatalytic hydrogenation of cinnamaldehyde over Au/SiC catalysts.J Am Chem Soc2016;138:9361-4

[169]

Shiraishi Y,Tsukamoto D,Hirai T.Highly efficient and selective hydrogenation of nitroaromatics on photoactivated rutile titanium dioxide.ACS Catal2012;2:2475-81

[170]

Toyao T,Horiuchi Y.Efficient hydrogen production and photocatalytic reduction of nitrobenzene over a visible-light-responsive metal–organic framework photocatalyst.Catal Sci Technol2013;3:2092

[171]

Gao WZ,Chen Y.Highly efficient and selective photocatalytic reduction of nitroarenes using the Ni2P/CdS catalyst under visible-light irradiation.Chem Commun (Camb)2015;51:13217-20

[172]

Xiao G,Zhao Y,Su H.Visible-light-driven chemoselective hydrogenation of nitroarenes to anilines in water through graphitic carbon nitride metal-free photocatalysis.Chem Asian J2018:1950-5

[173]

Huang Y,Gao G.Visible light-driven selective hydrogenation of unsaturated aromatics in an aqueous solution by direct photocatalysis of Au nanoparticles.Catal Sci Technol2018;8:726-34

[174]

Buckler SA,Lind FK.Phosphine as a reducing agent.J Org Chem1962;27:794-8

[175]

Galbraith HW,Hitch EF.The Alkaline reduction of aromatic nitro compounds with glucose.J Am Chem Soc1951;73:1323-4

[176]

Mckillop A,Taylor EC.Thallium in organic synthesis. XI. Preparation of azoxy compounds.J Org Chem1970;35:1670-2

[177]

Osuka A,Suzuki H.Reduction of aromatic and aliphatic Nitro compounds by sodium hydrogen telluride.Chem Lett1983;12:1373-4

[178]

Fortman GC.N-Heterocyclic carbene (NHC) ligands and palladium in homogeneous cross-coupling catalysis: a perfect union.Chem Soc Rev2011;40:5151-69

[179]

Zhang G,Hanson SK.Mild and homogeneous cobalt-catalyzed hydrogenation of C=C, C=O, and C=N bonds.Angew Chem Int Ed Engl2012;51:12102-6

[180]

Zhang X,Le C.Copper-mediated synthesis of drug-like bicyclopentanes.Nature2020;580:220-6 PMCID:PMC7148169

[181]

Laudadio G,van der Wal K.C(sp3)-H functionalizations of light hydrocarbons using decatungstate photocatalysis in flow.Science2020;369:92-6

[182]

Dong XY,Zhang YF.Copper-catalyzed asymmetric radical 1,2-carboalkynylation of alkenes with alkyl halides and terminal alkynes.J Am Chem Soc2020;142:9501-9

[183]

Li Z,Huang S.Recent advances in transition metal-catalyzed cross-coupling reactions directly promoted by visible light.Chin J Org Chem2020;40:563

[184]

Zhang Z,Zhang Q.Semi-heterogeneous photo-Cu-dual-catalytic cross-coupling reactions using polymeric carbon nitrides.Science Bulletin2022;67:71-8

[185]

Wang F,Chen H.Plasmonic harvesting of light energy for Suzuki coupling reactions.J Am Chem Soc2013;135:5588-601

[186]

Lanterna AE,Scaiano JC.Heterogeneous photocatalytic C-C coupling: mechanism of plasmon-mediated reductive dimerization of benzyl bromides by supported gold nanoparticles.Catal Sci Technol2015;5:4336-40

[187]

Li Y,Zhang D.Rationally designed metal cocatalyst for selective photosynthesis of bibenzyls via dehalogenative C-C homocoupling.ACS Catal2021;11:4338-48

[188]

Filippini G,Forster L.Light-driven, heterogeneous organocatalysts for C-C bond formation toward valuable perfluoroalkylated intermediates.Sci Adv2020;6:eabc9923 PMCID:PMC7673726

[189]

Zhu H,Yang X,Liu H.Reduction of nitroaromatic compounds on supported gold nanoparticles by visible and ultraviolet light.Angew Chem Int Ed Engl2010;49:9657-61

[190]

Liu Z,Xiao Q.Selective reduction of nitroaromatics to azoxy compounds on supported Ag-Cu alloy nanoparticles through visible light irradiation.Green Chem2016;18:817-25

[191]

Guo X,Jin G,Guo XY.Copper nanoparticles on graphene support: an efficient photocatalyst for coupling of nitroaromatics in visible light.Angew Chem Int Ed Engl2014;53:1973-7

[192]

Brezová V,Dvoranová D,Biskupič S.EPR study of photoinduced reduction of nitroso compounds in titanium dioxide suspensions.Journal of Photochemistry and Photobiology A: Chemistry2003;155:179-98

[193]

Pal B,Okazaki K.Photocatalytic syntheses of azoxybenzene by visible light irradiation of silica-coated cadmium sulfide nanocomposites.Chem Commun (Camb)2007;:483-5

[194]

Dai Y,Shen Y.Light-tuned selective photosynthesis of azo- and azoxy-aromatics using graphitic C3N4.Nat Commun2018;9:60 PMCID:PMC5754351

[195]

Sun Y,Li Z.Flat and stretched delafossite α-AgGaO2: manipulating redox chemistry under visible light.ACS Catal2021;11:15083-8

AI Summary AI Mindmap
PDF

202

Accesses

0

Citation

Detail

Sections
Recommended

AI思维导图

/