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用于选择性直接合成多种1,1'-联异喹啉的C-H活化/导向基团策略

The C-H Activation/Bidirecting Group Strategy for Selective Direct Synthesis of Diverse 1,1'-Biisoquinolines.

作者信息

Li Shiqing, Lv Hongxu, Xie Rongrong, Yu Yu, Ye Xiuqing, Kong Xiangfei

机构信息

Guangxi Key Laboratory of Electrochemical and Magneto-Chemical Function Materia, College of Chemistry and Bioengineering, Guilin University of Technology, Guilin 541004, China.

出版信息

Org Lett. 2020 Jun 5;22(11):4207-4212. doi: 10.1021/acs.orglett.0c01260. Epub 2020 May 19.

DOI:10.1021/acs.orglett.0c01260
PMID:32428408
Abstract

Multidentate ligands are highly important but difficult to access. Herein we disclose an atom- and step-economic synthesis of highly substituted 1,1'-biisoquinolines by a C-H activation/bididirecting group strategy. Through rational design of a bididirecting group to "N-OH + N-OAc", selective unsymmetrical diannulation with two different alkynes in a one-pot reaction has been achieved for the first time to access unsymmetrical biisoquinolines. Moreover, the resultant biisoquinolines show tunable photoluminescence and serve as aggregation-induced emission (AIE) systems.

摘要

多齿配体非常重要,但难以获得。在此,我们通过碳氢键活化/双导向基团策略,公开了一种原子经济且步骤经济的高取代度1,1'-联异喹啉的合成方法。通过将双导向基团合理设计为“N-OH + N-OAc”,首次实现了在一锅反应中与两种不同炔烃进行选择性不对称双环化反应,从而得到不对称联异喹啉。此外,所得的联异喹啉表现出可调谐的光致发光特性,并可用作聚集诱导发光(AIE)体系。

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