Design, synthesis and properties of novel C60-crown dyads by 1,3-dipolar cycloaddition

Xingdong Di , Jinqi Ye , Fafu Yang , Hongyu Guo , Xiaoyun Yan

Chemical Research in Chinese Universities ›› 2014, Vol. 30 ›› Issue (2) : 242 -244.

PDF
Chemical Research in Chinese Universities ›› 2014, Vol. 30 ›› Issue (2) : 242 -244. DOI: 10.1007/s40242-014-3296-7
Article

Design, synthesis and properties of novel C60-crown dyads by 1,3-dipolar cycloaddition

Author information +
History +
PDF

Abstract

Based on the 1,3-dipolar cycloaddition of azomethine ylide generated in situ from aldehyde and sarcosine attached to C60, two novel benzo-15-crown-5/C60 dyads with a different linking chain in each were designed and synthesized in yields of 30% and 38%, respectively. It was found that their UV-Vis absorption spectra could be regulated hypsochromically by metal ions complexed. The long and soft linking chain was favorable for cooperate interaction of crown ether unit and C60 unit.

Keywords

C60 / Benzo-15-crown-5 / 1,3-Dipolar cycloaddition / Complexation

Cite this article

Download citation ▾
Xingdong Di, Jinqi Ye, Fafu Yang, Hongyu Guo, Xiaoyun Yan. Design, synthesis and properties of novel C60-crown dyads by 1,3-dipolar cycloaddition. Chemical Research in Chinese Universities, 2014, 30(2): 242-244 DOI:10.1007/s40242-014-3296-7

登录浏览全文

4963

注册一个新账户 忘记密码

References

[1]

Sawamura M, Kawai K, Matsuo Y, Kanie K, Kato T, Nakamura E. Nature, 2002, 419: 702.

[2]

Wang S, Jiang H, Lv X, Song L, Zhang J. Chin. J. Org. Chem., 2006, 26: 168.

[3]

Nakanishi T, Miyashita N, Michinobu T, Wakayama Y, Tsuruoka T, Ariga K D, Kurth G. J. Am. Chem. Soc., 2006, 128: 6328.

[4]

He L, Chen C, Li F, Zhu Y Z, Zheng J Y. Chem. J. Chinese Universities, 2012, 33(6): 1205.

[5]

Zhang Q H, Fu L Y, Zhang J, Yang X L. Chem. J. Chinese Universities, 2011, 32(1): 175.

[6]

Zhao H Y, Chen C, Zhu Y Z, Zheng J Y. Chem. J. Chinese Universities, 2010, 31(5): 933.

[7]

Hirsch A, Brettreich M. Fullerenes: Chemistry and Reactions, 2005, Weinheim: Wiley-VCH.

[8]

Peng Q Y, Kang F, Li J, Yang X L. Chem. J. Chinese Universities, 2010, 31(1): 177.

[9]

Yang F, Guo H, Xie J, Liu Z, Xu B. Chem. Res. Chinese Universities, 2012, 28(2): 358.

[10]

Diederich F, Gómez-López M. Chem. Soc. Rev., 1999, 28: 263.

[11]

Tzeli D, Petsalakis I D, Theodorakopoulos G. Phys. Chem. Chem. Phys., 2011, 13: 11965.

[12]

Tzirakis M D, Orfanopoulos M. Angew. Chem. Int. Ed., 2010, 49: 5891.

[13]

Ge Z, Li Y, Shi Z, Bai F, Zhu D. J. Phys. Chem. Solid, 2000, 61: 1075.

[14]

Nakamura Y, Asami A, Inokuma S, Ogawa T, Kikuyama M, Nishimura J. Tetrahedron Lett., 2000, 41: 2193.

[15]

Diederich F, Echegoyen L, Gómez-López M, Kessinger R, Stoddart J F. J. Chem. Soc. Perkin Trans. 2, 1999, 1577.

[16]

Illescas B M, Santos J, Diaz M C, Martin N, Atienza C M, Guldi D M. Euro. J. Org. Chem., 2007, 5027.

[17]

Esenpinar A, Özkaya A, Bulut M. J. Org. Chem., 2011, 696: 3873.

[18]

Bushby R, Hamley I, Liu Q, Lozman O, Lydon J. J. Mater. Chem., 2005, 15: 4429.

AI Summary AI Mindmap
PDF

171

Accesses

0

Citation

Detail

Sections
Recommended

AI思维导图

/