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使用新型三苄基锡路易斯酸进行氢活化

Hydrogen activation using a novel tribenzyltin Lewis acid.

作者信息

Cooper Robert T, Sapsford Joshua S, Turnell-Ritson Roland C, Hyon Dong-Hun, White Andrew J P, Ashley Andrew E

机构信息

Department of Chemistry, Imperial College London, South Kensington Campus, London SW7 2AZ, UK.

Department of Chemistry, Imperial College London, South Kensington Campus, London SW7 2AZ, UK

出版信息

Philos Trans A Math Phys Eng Sci. 2017 Aug 28;375(2101). doi: 10.1098/rsta.2017.0008.

DOI:10.1098/rsta.2017.0008
PMID:28739966
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5540841/
Abstract

Over the last decade there has been an explosion in the reactivity and applications of frustrated Lewis pair (FLP) chemistry. Despite this, the Lewis acids (LAs) in these transformations are often boranes, with heavier -block elements receiving surprisingly little attention. The novel LA BnSnOTf () has been synthesized from simple, inexpensive starting materials and has been spectroscopically and structurally characterized. Subtle modulation of the electronics at the tin centre has led to an increase in its Lewis acidity in comparison with previously reported RSnOTf LAs, and has facilitated low temperature hydrogen activation and imine hydrogenation. Deactivation pathways of the RSn LA core have also been investigated.This article is part of the themed issue 'Frustrated Lewis pair chemistry'.

摘要

在过去十年中,受阻路易斯酸碱对(FLP)化学的反应活性和应用呈爆发式增长。尽管如此,这些转化反应中的路易斯酸(LA)通常是硼烷,而重主族元素却很少受到关注。新型路易斯酸BnSnOTf()已由简单、廉价的起始原料合成,并通过光谱和结构表征。与先前报道的RSnOTf路易斯酸相比,锡中心电子性质的细微调节导致其路易斯酸性增强,并促进了低温下的氢活化和亚胺氢化反应。同时,也对RSn路易斯酸核心的失活途径进行了研究。本文是主题为“受阻路易斯酸碱对化学”特刊的一部分。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff1c/5540841/e07cf84c5cee/rsta20170008-g4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff1c/5540841/42a391f772c0/rsta20170008-g1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff1c/5540841/02a19930e955/rsta20170008-g2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff1c/5540841/d3f8a928f7d0/rsta20170008-g3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff1c/5540841/e07cf84c5cee/rsta20170008-g4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff1c/5540841/42a391f772c0/rsta20170008-g1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff1c/5540841/02a19930e955/rsta20170008-g2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff1c/5540841/d3f8a928f7d0/rsta20170008-g3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff1c/5540841/e07cf84c5cee/rsta20170008-g4.jpg

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本文引用的文献

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Versatile Catalytic Hydrogenation Using A Simple Tin(IV) Lewis Acid.多功能催化氢化反应使用简单的四价锡路易斯酸。
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Frustrated Lewis pair chemistry.受阻路易斯酸碱对化学
Philos Trans A Math Phys Eng Sci. 2017 Aug 28;375(2101). doi: 10.1098/rsta.2017.0239.
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Electrophilic Fluorophosphonium Cations in Frustrated Lewis Pair Hydrogen Activation and Catalytic Hydrogenation of Olefins.缺电子氟膦阳离子在受阻路易斯对氢活化和烯烃催化氢化中的应用。
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