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手性水杨醛亚胺铝配合物的立体选择性催化

Al(Salen) Metal Complexes in Stereoselective Catalysis.

机构信息

ALMA MATER STUDIORUM Università di Bologna, Dipartimento di Chimica "G. Ciamician", Via Selmi 2, 40126 Bologna, Italy.

Scuola Normale Superiore, Piazza dei Cavalieri 7, 56126 Pisa, Italy.

出版信息

Molecules. 2019 May 2;24(9):1716. doi: 10.3390/molecules24091716.

DOI:10.3390/molecules24091716
PMID:31052604
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6540592/
Abstract

Salen ligands are a class of Schiff bases simply obtained through condensation of two molecules of a hydroxyl-substituted aryl aldehyde with an achiral or chiral diamine. The prototype salen, or ,'-bis(salicylidene)ethylenediamine has a long history, as it was first reported in 1889, and immediately, some of its metal complexes were also described. Now, the salen ligands are a class of N,N,O,O tetradentate Schiff bases capable of coordinating many metal ions. The geometry and the stereogenic group inserted in the diamine backbone or aryl aldehyde backbone have been utilized in the past to efficiently transmit chiral information in a variety of different reactions. In this review we will summarize the important and recent achievements obtained in stereocontrolled reactions in which Al(salen) metal complexes are employed. Several other reviews devoted to the general applications and synthesis of chromium and other metal salens have already been published.

摘要

席夫碱配体是一类通过两个羟基取代的芳醛与一个手性或非手性二胺缩合得到的希夫碱。原型席夫碱,即,'-双(水杨醛亚甲基)乙二胺历史悠久,它于 1889 年首次报道,随后立即描述了一些其金属配合物。现在,席夫碱配体是一类 N,N,O,O 四齿希夫碱配体,能够配位许多金属离子。过去,人们利用二胺骨架或芳醛骨架中插入的几何形状和手性基团,在各种不同的反应中有效地传递手性信息。在这篇综述中,我们将总结在使用 Al(salen)金属配合物的立体控制反应中获得的重要和最新的成果。已经有几篇其他综述专门讨论了铬和其他金属席夫碱的一般应用和合成。

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2
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Science. 2018 Sep 14;361(6407). doi: 10.1126/science.aas8707.
3
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