Leaving Group Ability in Nucleophilic Aromatic Amination by Sodium Hydride-Lithium Iodide Composite

Jia Hao Pang; Derek Yiren Ong; Kohei Watanabe; Ryo Takita; Shunsuke Chiba

doi:10.1055/s-0039-1690010

Leaving Group Ability in Nucleophilic Aromatic Amination by Sodium Hydride-Lithium Iodide Composite

Jia Hao Pang, Derek Yiren Ong, Kohei Watanabe, Ryo Takita^*, Shunsuke Chiba

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	393-398
Number of pages	6
Journal	Synthesis
Volume	52
Issue number	3
DOIs	https://doi.org/10.1055/s-0039-1690010
Publication status	Published - 2020
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2020 Georg Thieme Verlag. All rights reserved.

ASJC Scopus Subject Areas

Catalysis
Organic Chemistry

Keywords

concerted aromatic substitution
DFT calculations
methoxy group
nucleophilic amination
sodium hydride

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10.1055/s-0039-1690010

Cite this

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abstract = "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.",

keywords = "concerted aromatic substitution, DFT calculations, methoxy group, nucleophilic amination, sodium hydride",

author = "Pang, {Jia Hao} and Ong, {Derek Yiren} and Kohei Watanabe and Ryo Takita and Shunsuke Chiba",

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AU - Pang, Jia Hao

AU - Ong, Derek Yiren

AU - Watanabe, Kohei

AU - Takita, Ryo

AU - Chiba, Shunsuke

PY - 2020

Y1 - 2020

N2 - 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.

AB - 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.

KW - concerted aromatic substitution

KW - DFT calculations

KW - methoxy group

KW - nucleophilic amination

KW - sodium hydride

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Leaving Group Ability in Nucleophilic Aromatic Amination by Sodium Hydride-Lithium Iodide Composite

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

Access to Document

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