Direct coupling of inert C–H bonds in NHC organocatalysis

Direct coupling of inert C–H bonds by N-heterocyclic carbenes (NHCs) represents a fascinating area of research in organocatalysis. Recently, several notable studies have disclosed the potential of NHCs to directly functionalize latent C–H bonds of diverse simple molecules (e.g., ethers, amines, and...

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Main Authors: Wang, Hongling, Su, Fen, Wang, Yanyan, Wu, Xingxing, Chi, Robin Yonggui
Other Authors: School of Chemistry, Chemical Engineering and Biotechnology
Format: Article
Language:English
Published: 2024
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Online Access:https://hdl.handle.net/10356/174362
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Institution: Nanyang Technological University
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spelling sg-ntu-dr.10356-1743622024-04-05T15:31:53Z Direct coupling of inert C–H bonds in NHC organocatalysis Wang, Hongling Su, Fen Wang, Yanyan Wu, Xingxing Chi, Robin Yonggui School of Chemistry, Chemical Engineering and Biotechnology Chemistry C-H bond Direct coupling Direct coupling of inert C–H bonds by N-heterocyclic carbenes (NHCs) represents a fascinating area of research in organocatalysis. Recently, several notable studies have disclosed the potential of NHCs to directly functionalize latent C–H bonds of diverse simple molecules (e.g., ethers, amines, and arenes). These methodologies offer straightforward and efficient routes for C–C bond-forming transformations by diminishing the need for prefunctionalization manipulations of inert C–H bonds, allowing for the syn- thesis of a broad range of high value-added functional ketone molecules. Consequently, this highlight aims to present the latest advancements in NHC organocatalysis, specifically focusing on direct coupling functionalization of inert C–H bonds involving the electron or proton transfer process (ET/PT pathways) and hydrogen atom transfer pathway (HAT pathway). Ministry of Education (MOE) Nanyang Technological University National Research Foundation (NRF) Submitted/Accepted version We acknowledge funding support from the National Natural Science Foundation of China (21732002, 22061007, 22071036, and 22207022); the Frontiers Science Center for Asymmetric Synthesis and Medicinal Molecules, National Natural Science Fund for Excellent Young Scientists Fund Program (Overseas), the starting grant of Guizhou University [((2022)47)], Department of Education, Guizhou Province [Qianjiaohe KY number (2020)004]; the Singapore National Research Foundation under its NRF Investigatorship (NRF-NRFI2016-06) and Competitive Research Program (NRF-CRP22-2019-0002); the Ministry of Education, Singapore, under its MOE AcRF Tier 1 Award (RG7/20, RG70/21), MOE AcRF Tier 2 Award (MOE2019-T2-2-117), and MOE AcRF Tier 3 Award (MOE2018- T3-1-003); and a Chair Professorship Grant, Nanyang Technological University. 2024-04-01T02:14:56Z 2024-04-01T02:14:56Z 2023 Journal Article Wang, H., Su, F., Wang, Y., Wu, X. & Chi, R. Y. (2023). Direct coupling of inert C–H bonds in NHC organocatalysis. Organic Chemistry Frontiers, 10(20), 5291-5295. https://dx.doi.org/10.1039/D3QO01129A 2052-4129 https://hdl.handle.net/10356/174362 10.1039/D3QO01129A 20 10 5291 5295 en NRF-NRFI2016-06 NRF-CRP22-2019-0002 RG7/20 RG70/21 MOE2019-T2-2-117 MOE2018- T3-1-003 Organic Chemistry Frontiers © 2023 The Author(s). All rights reserved. This article may be downloaded for personal use only. Any other use requires prior permission of the copyright holder. The Version of Record is available online at http://doi.org/10.1039/D3QO01129A. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Chemistry
C-H bond
Direct coupling
spellingShingle Chemistry
C-H bond
Direct coupling
Wang, Hongling
Su, Fen
Wang, Yanyan
Wu, Xingxing
Chi, Robin Yonggui
Direct coupling of inert C–H bonds in NHC organocatalysis
description Direct coupling of inert C–H bonds by N-heterocyclic carbenes (NHCs) represents a fascinating area of research in organocatalysis. Recently, several notable studies have disclosed the potential of NHCs to directly functionalize latent C–H bonds of diverse simple molecules (e.g., ethers, amines, and arenes). These methodologies offer straightforward and efficient routes for C–C bond-forming transformations by diminishing the need for prefunctionalization manipulations of inert C–H bonds, allowing for the syn- thesis of a broad range of high value-added functional ketone molecules. Consequently, this highlight aims to present the latest advancements in NHC organocatalysis, specifically focusing on direct coupling functionalization of inert C–H bonds involving the electron or proton transfer process (ET/PT pathways) and hydrogen atom transfer pathway (HAT pathway).
author2 School of Chemistry, Chemical Engineering and Biotechnology
author_facet School of Chemistry, Chemical Engineering and Biotechnology
Wang, Hongling
Su, Fen
Wang, Yanyan
Wu, Xingxing
Chi, Robin Yonggui
format Article
author Wang, Hongling
Su, Fen
Wang, Yanyan
Wu, Xingxing
Chi, Robin Yonggui
author_sort Wang, Hongling
title Direct coupling of inert C–H bonds in NHC organocatalysis
title_short Direct coupling of inert C–H bonds in NHC organocatalysis
title_full Direct coupling of inert C–H bonds in NHC organocatalysis
title_fullStr Direct coupling of inert C–H bonds in NHC organocatalysis
title_full_unstemmed Direct coupling of inert C–H bonds in NHC organocatalysis
title_sort direct coupling of inert c–h bonds in nhc organocatalysis
publishDate 2024
url https://hdl.handle.net/10356/174362
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