Developing the catalytic asymmetric hydroarsination reaction

The asymmetric hydroarsination reaction is arguably the most atom-economical and efficient manner to produce chiral arsines with high enantiopurities. Although various catalysts have been developed for the analogous hydrophosphination reaction, none have been effective for the hydroarsination reacti...

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Main Author: Tay, Wee Shan
Other Authors: Leung Pak Hing
Format: Thesis-Doctor of Philosophy
Language:English
Published: Nanyang Technological University 2020
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Online Access:https://hdl.handle.net/10356/142898
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Institution: Nanyang Technological University
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spelling sg-ntu-dr.10356-1428982023-02-28T23:32:18Z Developing the catalytic asymmetric hydroarsination reaction Tay, Wee Shan Leung Pak Hing Pullarkat Appukuttan Sumod School of Physical and Mathematical Sciences pakhing@ntu.edu.sg, Sumod@ntu.edu.sg Science::Chemistry::Organic chemistry::Organometallic compounds The asymmetric hydroarsination reaction is arguably the most atom-economical and efficient manner to produce chiral arsines with high enantiopurities. Although various catalysts have been developed for the analogous hydrophosphination reaction, none have been effective for the hydroarsination reaction thus far. Herein, the development of organometallic (Pd- and Ni- based) and organic (phosphine-based) catalytic systems for the hydroarsination reaction is discussed. Mechanistic investigations reveal that arsines were not direct substitutes of phosphines in this instance. Consequently, arsines were applied in several novel applications such as in deuteration, decomplexation and as a directing group. The relevance of these developments to general synthetic chemistry is also outlined. Doctor of Philosophy 2020-07-07T06:45:51Z 2020-07-07T06:45:51Z 2020 Thesis-Doctor of Philosophy Tay, W. S (2020). Developing the catalytic asymmetric hydroarsination reaction. Doctoral thesis, Nanyang Technological University, Singapore. https://hdl.handle.net/10356/142898 10.32657/10356/142898 en This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License (CC BY-NC 4.0). application/pdf Nanyang Technological University
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry::Organic chemistry::Organometallic compounds
spellingShingle Science::Chemistry::Organic chemistry::Organometallic compounds
Tay, Wee Shan
Developing the catalytic asymmetric hydroarsination reaction
description The asymmetric hydroarsination reaction is arguably the most atom-economical and efficient manner to produce chiral arsines with high enantiopurities. Although various catalysts have been developed for the analogous hydrophosphination reaction, none have been effective for the hydroarsination reaction thus far. Herein, the development of organometallic (Pd- and Ni- based) and organic (phosphine-based) catalytic systems for the hydroarsination reaction is discussed. Mechanistic investigations reveal that arsines were not direct substitutes of phosphines in this instance. Consequently, arsines were applied in several novel applications such as in deuteration, decomplexation and as a directing group. The relevance of these developments to general synthetic chemistry is also outlined.
author2 Leung Pak Hing
author_facet Leung Pak Hing
Tay, Wee Shan
format Thesis-Doctor of Philosophy
author Tay, Wee Shan
author_sort Tay, Wee Shan
title Developing the catalytic asymmetric hydroarsination reaction
title_short Developing the catalytic asymmetric hydroarsination reaction
title_full Developing the catalytic asymmetric hydroarsination reaction
title_fullStr Developing the catalytic asymmetric hydroarsination reaction
title_full_unstemmed Developing the catalytic asymmetric hydroarsination reaction
title_sort developing the catalytic asymmetric hydroarsination reaction
publisher Nanyang Technological University
publishDate 2020
url https://hdl.handle.net/10356/142898
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