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.
Main Authors: | , , , , , , , |
---|---|
Other Authors: | |
Format: | Journal Article |
Language: | English |
Published: |
2020
|
Subjects: | |
Online Access: | https://hdl.handle.net/10356/138275 |
_version_ | 1811696175386984448 |
---|---|
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. |
first_indexed | 2024-10-01T07:35:11Z |
format | Journal Article |
id | ntu-10356/138275 |
institution | Nanyang Technological University |
language | English |
last_indexed | 2024-10-01T07:35:11Z |
publishDate | 2020 |
record_format | dspace |
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 |
work_keys_str_mv | AT wanghongling additionofnheterocycliccarbenecatalysttoarylestersinducesremotecsibondactivationandbenzyliccarbonfunctionalization AT chenxingkuan additionofnheterocycliccarbenecatalysttoarylestersinducesremotecsibondactivationandbenzyliccarbonfunctionalization AT liyongjia additionofnheterocycliccarbenecatalysttoarylestersinducesremotecsibondactivationandbenzyliccarbonfunctionalization AT wangjilan additionofnheterocycliccarbenecatalysttoarylestersinducesremotecsibondactivationandbenzyliccarbonfunctionalization AT wushuquan additionofnheterocycliccarbenecatalysttoarylestersinducesremotecsibondactivationandbenzyliccarbonfunctionalization AT xuewei additionofnheterocycliccarbenecatalysttoarylestersinducesremotecsibondactivationandbenzyliccarbonfunctionalization AT yangsong additionofnheterocycliccarbenecatalysttoarylestersinducesremotecsibondactivationandbenzyliccarbonfunctionalization AT chirobinyonggui additionofnheterocycliccarbenecatalysttoarylestersinducesremotecsibondactivationandbenzyliccarbonfunctionalization |