Sulfonated Phosphine-Palladium/Bisguanidinium Ion Pair Catalyzed Enantioselective Allylic Amination

Longyi Xi , Rajakili Selvam , Xu Chen , Juan Du , Govindasamy Sekar , Jun Song , Junmin Zhang , Choon-Hong Tan

Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (15) : 1813 -1818.

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Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (15) : 1813 -1818. DOI: 10.1002/cjoc.70047
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Sulfonated Phosphine-Palladium/Bisguanidinium Ion Pair Catalyzed Enantioselective Allylic Amination

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Abstract

In this study, we successfully developed ion pair catalysts consisting of chiral bisguanidinium (BG) cations and non-chiral sulphonated phosphine-palladium complexes as counterions. These ion pairs catalyzed allylic alkylation reactions with excellent enantioselectivities. Furthermore, these reactions can be easily performed on a gram-scale, demonstrating their potential for industrial applications. We were able to obtain 1H NMR of the ion pair catalyst and identified the 31P NMR of the sulphonated phosphine-palladium complex.

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Bisguanidinium / Anion phosphine ligand / Ion pair strategy / Palladium catalysis / Enantioselective amination

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Longyi Xi, Rajakili Selvam, Xu Chen, Juan Du, Govindasamy Sekar, Jun Song, Junmin Zhang, Choon-Hong Tan. Sulfonated Phosphine-Palladium/Bisguanidinium Ion Pair Catalyzed Enantioselective Allylic Amination. Chinese Journal of Chemistry, 2025, 43(15): 1813-1818 DOI:10.1002/cjoc.70047

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2025 SIOC, CAS, Shanghai, & WILEY-VCH GmbH

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