Leaving group ability in nucleophilic aromatic amination by sodium hydride-lithium iodide composite

The methoxy group is generally considered as a poor leaving group for nucleophilic substitution reactions. This work verified the superior ability of the methoxy group in nucleophilic amination of arenes mediated by the sodium hydride and lithium iodide through experimental and computational approac...

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Main Authors: Pang, Jia Hao, Ong, Derek Yiren, Watanabe, Kohei, Takita, Ryo, Chiba, Shunsuke
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/154838
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1548382023-02-28T19:58:39Z Leaving group ability in nucleophilic aromatic amination by sodium hydride-lithium iodide composite Pang, Jia Hao Ong, Derek Yiren Watanabe, Kohei Takita, Ryo Chiba, Shunsuke School of Physical and Mathematical Sciences Science::Chemistry Nucleophilic Amination Concerted Aromatic Substitution The methoxy group is generally considered as a poor leaving group for nucleophilic substitution reactions. This work verified the superior ability of the methoxy group in nucleophilic amination of arenes mediated by the sodium hydride and lithium iodide through experimental and computational approaches. Ministry of Education (MOE) Nanyang Technological University Accepted version This work was supported by funding from Nanyang Technological University (NTU) (for S.C.), the Singapore Ministry of Education (Aca- demic Research Fund Tier 1: RG10/17 for S.C.), and Japan Society for the Promotion of Science [Grant-in-Aid for Scientific Research (C) (19K0662)], Takeda Science Foundation, The FUGAKU Trust for Me- dicinal Research, and Uehara Memorial Foundation (for R.T.). Ministry of Education-Singapore (RG10/17) Japan Society for the Promotion of Science (19K062). 2022-01-13T08:56:29Z 2022-01-13T08:56:29Z 2020 Journal Article Pang, J. H., Ong, D. Y., Watanabe, K., Takita, R. & Chiba, S. (2020). Leaving group ability in nucleophilic aromatic amination by sodium hydride-lithium iodide composite. Synthesis, 52(3), 393-398. https://dx.doi.org/10.1055/s-0039-1690010 0039-7881 https://hdl.handle.net/10356/154838 10.1055/s-0039-1690010 2-s2.0-85078046775 3 52 393 398 en RG10/17 Synthesis © 2020 Thieme. All rights reserved. This paper was published in Synthesis and is made available with permission of Thieme. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Nucleophilic Amination
Concerted Aromatic Substitution
spellingShingle Science::Chemistry
Nucleophilic Amination
Concerted Aromatic Substitution
Pang, Jia Hao
Ong, Derek Yiren
Watanabe, Kohei
Takita, Ryo
Chiba, Shunsuke
Leaving group ability in nucleophilic aromatic amination by sodium hydride-lithium iodide composite
description The methoxy group is generally considered as a poor leaving group for nucleophilic substitution reactions. This work verified the superior ability of the methoxy group in nucleophilic amination of arenes mediated by the sodium hydride and lithium iodide through experimental and computational approaches.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Pang, Jia Hao
Ong, Derek Yiren
Watanabe, Kohei
Takita, Ryo
Chiba, Shunsuke
format Article
author Pang, Jia Hao
Ong, Derek Yiren
Watanabe, Kohei
Takita, Ryo
Chiba, Shunsuke
author_sort Pang, Jia Hao
title Leaving group ability in nucleophilic aromatic amination by sodium hydride-lithium iodide composite
title_short Leaving group ability in nucleophilic aromatic amination by sodium hydride-lithium iodide composite
title_full Leaving group ability in nucleophilic aromatic amination by sodium hydride-lithium iodide composite
title_fullStr Leaving group ability in nucleophilic aromatic amination by sodium hydride-lithium iodide composite
title_full_unstemmed Leaving group ability in nucleophilic aromatic amination by sodium hydride-lithium iodide composite
title_sort leaving group ability in nucleophilic aromatic amination by sodium hydride-lithium iodide composite
publishDate 2022
url https://hdl.handle.net/10356/154838
_version_ 1759858351223603200