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3,3'-三唑基联异喹啉二氧化物催化剂用于腙与三氯硅烷的不对称硅氢化反应的评估

Evaluation of 3,3'-Triazolyl Biisoquinoline ,'-Dioxide Catalysts for Asymmetric Hydrosilylation of Hydrazones with Trichlorosilane.

作者信息

Sun Shiyu, Xu Changgong, Jarvis Jamielyn, Nader Phillip, Naumann Brandon, Soliven Abigail, Peverati Roberto, Takenaka Norito

机构信息

Chemistry Program, Department of Biomedical and Chemical Engineering and Sciences, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901, USA.

Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA.

出版信息

Catalysts. 2021 Sep;11(9). doi: 10.3390/catal11091103. Epub 2021 Sep 14.

Abstract

A new class of axial-chiral biisoquinoline ,'-dioxides was evaluated as catalysts for the enantioselective hydrosilylation of acyl hydrazones with trichlorosilane. While these catalysts provided poor to moderate reactivity and enantioselectivity, this study represents the first example of the organocatalytic asymmetric reduction of acyl hydrazones. In addition, the structures and energies of two possible diastereomeric catalyst-trichlorosilane complexes (-HSiCl) were analyzed using density functional theory calculations.

摘要

一类新型的轴手性双异喹啉1,1'-二氧化物被评估作为用三氯硅烷对酰腙进行对映选择性硅氢化反应的催化剂。虽然这些催化剂的反应活性和对映选择性较差至中等,但该研究代表了酰腙的有机催化不对称还原的首个实例。此外,使用密度泛函理论计算分析了两种可能的非对映异构催化剂-三氯硅烷配合物(-HSiCl₃)的结构和能量。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8bd2/9589403/07cbc333180f/nihms-1808197-f0001.jpg

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