Addition of N-heterocyclic carbene catalyst to aryl esters induces remote C-Si bond activation and benzylic carbon functionalization

Through the incorporation of a silicon atom to an aryl carboxylic ester substrate, the resulting C-Si bond can be activated via the addition of a carbene catalyst on a remote site. This strategy allows for efficient functionalization of the benzylic sp3-carbons of aryl carboxylic esters.

Bibliographic Details
Main Authors: Wang, Hongling, Chen, Xingkuan, Li, Yongjia, Wang, Jilan, Wu, Shuquan, Xue, Wei, Yang, Song, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2020
Subjects:
Online Access:https://hdl.handle.net/10356/138275
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author Wang, Hongling
Chen, Xingkuan
Li, Yongjia
Wang, Jilan
Wu, Shuquan
Xue, Wei
Yang, Song
Chi, Robin Yonggui
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Wang, Hongling
Chen, Xingkuan
Li, Yongjia
Wang, Jilan
Wu, Shuquan
Xue, Wei
Yang, Song
Chi, Robin Yonggui
author_sort Wang, Hongling
collection NTU
description Through the incorporation of a silicon atom to an aryl carboxylic ester substrate, the resulting C-Si bond can be activated via the addition of a carbene catalyst on a remote site. This strategy allows for efficient functionalization of the benzylic sp3-carbons of aryl carboxylic esters.
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spelling ntu-10356/1382752023-02-28T19:25:55Z Addition of N-heterocyclic carbene catalyst to aryl esters induces remote C-Si bond activation and benzylic carbon functionalization Wang, Hongling Chen, Xingkuan Li, Yongjia Wang, Jilan Wu, Shuquan Xue, Wei Yang, Song Chi, Robin Yonggui School of Physical and Mathematical Sciences Science::Chemistry::Organic chemistry Through the incorporation of a silicon atom to an aryl carboxylic ester substrate, the resulting C-Si bond can be activated via the addition of a carbene catalyst on a remote site. This strategy allows for efficient functionalization of the benzylic sp3-carbons of aryl carboxylic esters. NRF (Natl Research Foundation, S’pore) ASTAR (Agency for Sci., Tech. and Research, S’pore) MOE (Min. of Education, S’pore) Accepted version 2020-04-30T02:41:05Z 2020-04-30T02:41:05Z 2018 Journal Article Wang, H., Chen, X., Li, Y., Wang, J., Wu, S., Xue, W., . . ., Chi, R. Y. (2017). Addition of N-heterocyclic carbene catalyst to aryl esters induces remote C-Si bond activation and benzylic carbon functionalization. Organic letters, 20(2), 333-336. doi:10.1021/acs.orglett.7b03544 1523-7060 https://hdl.handle.net/10356/138275 10.1021/acs.orglett.7b03544 29286252 2-s2.0-85040820257 2 20 333 336 en Organic letters © 2017 American Chemical Society. All rights reserved. This paper was published in Organic letters and is made available with permission of American Chemical Society. application/pdf
spellingShingle Science::Chemistry::Organic chemistry
Wang, Hongling
Chen, Xingkuan
Li, Yongjia
Wang, Jilan
Wu, Shuquan
Xue, Wei
Yang, Song
Chi, Robin Yonggui
Addition of N-heterocyclic carbene catalyst to aryl esters induces remote C-Si bond activation and benzylic carbon functionalization
title Addition of N-heterocyclic carbene catalyst to aryl esters induces remote C-Si bond activation and benzylic carbon functionalization
title_full Addition of N-heterocyclic carbene catalyst to aryl esters induces remote C-Si bond activation and benzylic carbon functionalization
title_fullStr Addition of N-heterocyclic carbene catalyst to aryl esters induces remote C-Si bond activation and benzylic carbon functionalization
title_full_unstemmed Addition of N-heterocyclic carbene catalyst to aryl esters induces remote C-Si bond activation and benzylic carbon functionalization
title_short Addition of N-heterocyclic carbene catalyst to aryl esters induces remote C-Si bond activation and benzylic carbon functionalization
title_sort addition of n heterocyclic carbene catalyst to aryl esters induces remote c si bond activation and benzylic carbon functionalization
topic Science::Chemistry::Organic chemistry
url https://hdl.handle.net/10356/138275
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