Synthesis of New Chiral Benzimidazolylidene–Rh Complexes and Their Application in Asymmetric Addition Reactions of Organoboronic Acids to Aldehydes

A series of novel chiral N-heterocyclic carbene rhodium complexes (NHC–Rh) based on benzimidazole have been prepared, and all of the NHC–Rh complexes were fully characterized by NMR and mass spectrometry. These complexes could be used as catalysts for the asymmetric 1,2-addition of organoboronic aci...

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Main Authors: Weiping He, Bihui Zhou, Jie Li, Jianyou Shi
Format: Article
Language:English
Published: MDPI AG 2016-09-01
Series:Catalysts
Subjects:
Online Access:http://www.mdpi.com/2073-4344/6/9/132
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spelling doaj-3d8f76b55c214c8ea38a2e2703e88ac22020-11-24T23:25:43ZengMDPI AGCatalysts2073-43442016-09-016913210.3390/catal6090132catal6090132Synthesis of New Chiral Benzimidazolylidene–Rh Complexes and Their Application in Asymmetric Addition Reactions of Organoboronic Acids to AldehydesWeiping He0Bihui Zhou1Jie Li2Jianyou Shi3School of Medicine, Zhejiang University City College, No. 48, Huzhou Road, Hangzhou 310015, ChinaSchool of Medicine, Zhejiang University City College, No. 48, Huzhou Road, Hangzhou 310015, ChinaSchool of Medicine, Zhejiang University City College, No. 48, Huzhou Road, Hangzhou 310015, ChinaIndividualized Medication Key Laboratory of Sichuan Province, Sichuan Academy of Medical Science & Sichuan Provincial People’s Hospital, School of Medicine, Center for Information in Medicine, University of Electronic Science and Technology of China, Chengdu 610072, ChinaA series of novel chiral N-heterocyclic carbene rhodium complexes (NHC–Rh) based on benzimidazole have been prepared, and all of the NHC–Rh complexes were fully characterized by NMR and mass spectrometry. These complexes could be used as catalysts for the asymmetric 1,2-addition of organoboronic acids to aldehydes, affording chiral diarylmethanols with high yields and moderate enantioselectivities.http://www.mdpi.com/2073-4344/6/9/132N-heterocycliccarbenebenzimidazoliumRh-catalyzedasymmetric 1,2-addition
collection DOAJ
language English
format Article
sources DOAJ
author Weiping He
Bihui Zhou
Jie Li
Jianyou Shi
spellingShingle Weiping He
Bihui Zhou
Jie Li
Jianyou Shi
Synthesis of New Chiral Benzimidazolylidene–Rh Complexes and Their Application in Asymmetric Addition Reactions of Organoboronic Acids to Aldehydes
Catalysts
N-heterocycliccarbene
benzimidazolium
Rh-catalyzed
asymmetric 1,2-addition
author_facet Weiping He
Bihui Zhou
Jie Li
Jianyou Shi
author_sort Weiping He
title Synthesis of New Chiral Benzimidazolylidene–Rh Complexes and Their Application in Asymmetric Addition Reactions of Organoboronic Acids to Aldehydes
title_short Synthesis of New Chiral Benzimidazolylidene–Rh Complexes and Their Application in Asymmetric Addition Reactions of Organoboronic Acids to Aldehydes
title_full Synthesis of New Chiral Benzimidazolylidene–Rh Complexes and Their Application in Asymmetric Addition Reactions of Organoboronic Acids to Aldehydes
title_fullStr Synthesis of New Chiral Benzimidazolylidene–Rh Complexes and Their Application in Asymmetric Addition Reactions of Organoboronic Acids to Aldehydes
title_full_unstemmed Synthesis of New Chiral Benzimidazolylidene–Rh Complexes and Their Application in Asymmetric Addition Reactions of Organoboronic Acids to Aldehydes
title_sort synthesis of new chiral benzimidazolylidene–rh complexes and their application in asymmetric addition reactions of organoboronic acids to aldehydes
publisher MDPI AG
series Catalysts
issn 2073-4344
publishDate 2016-09-01
description A series of novel chiral N-heterocyclic carbene rhodium complexes (NHC–Rh) based on benzimidazole have been prepared, and all of the NHC–Rh complexes were fully characterized by NMR and mass spectrometry. These complexes could be used as catalysts for the asymmetric 1,2-addition of organoboronic acids to aldehydes, affording chiral diarylmethanols with high yields and moderate enantioselectivities.
topic N-heterocycliccarbene
benzimidazolium
Rh-catalyzed
asymmetric 1,2-addition
url http://www.mdpi.com/2073-4344/6/9/132
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AT bihuizhou synthesisofnewchiralbenzimidazolylidenerhcomplexesandtheirapplicationinasymmetricadditionreactionsoforganoboronicacidstoaldehydes
AT jieli synthesisofnewchiralbenzimidazolylidenerhcomplexesandtheirapplicationinasymmetricadditionreactionsoforganoboronicacidstoaldehydes
AT jianyoushi synthesisofnewchiralbenzimidazolylidenerhcomplexesandtheirapplicationinasymmetricadditionreactionsoforganoboronicacidstoaldehydes
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