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激发态钯催化亚胺的还原烷基化反应:范围与机理

Excited-state palladium-catalysed reductive alkylation of imines: scope and mechanism.

作者信息

Kancherla Rajesh, Muralirajan Krishnamoorthy, Rueping Magnus

机构信息

KAUST Catalysis Center, KCC, King Abdullah University of Science and Technology, KAUST Thuwal 23955-6900 Saudi Arabia

出版信息

Chem Sci. 2022 Jul 7;13(29):8583-8589. doi: 10.1039/d2sc02363f. eCollection 2022 Jul 29.

DOI:10.1039/d2sc02363f
PMID:35974758
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9337745/
Abstract

Palladium catalysis induced by visible-light irradiation is a promising tool for promoting unusual chemical transformations. We describe the development of excited-state palladium-catalyzed reductive alkylation of imines with alkyl bromides. The new methodology shows broad functional group tolerance and can additionally be applied in the direct three-component reaction of aldehydes, anilines, and alkyl bromides to give the alkyl amines under mild reaction conditions. Time-resolved photoluminescence experiments allowed the determination of the excited-state reaction kinetics and indicate that the reaction is proceeding the inner-sphere electron transfer mechanism.

摘要

可见光照射诱导的钯催化是促进非常规化学转化的一种有前景的工具。我们描述了激发态钯催化亚胺与溴代烷烃的还原烷基化反应的发展。这种新方法显示出广泛的官能团耐受性,并且还可以应用于醛、苯胺和溴代烷烃的直接三组分反应,在温和的反应条件下生成烷基胺。时间分辨光致发光实验允许确定激发态反应动力学,并表明该反应是通过内球电子转移机制进行的。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2ca3/9337745/4daddd03a044/d2sc02363f-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2ca3/9337745/4c6d52c2a686/d2sc02363f-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2ca3/9337745/4daddd03a044/d2sc02363f-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2ca3/9337745/4c6d52c2a686/d2sc02363f-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2ca3/9337745/4daddd03a044/d2sc02363f-f2.jpg

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