Fluorinated Biaryl N-Heterocyclic Carbene Ligand with Noncovalent Interaction for Cu-Catalyzed Diastereoselective Addition Reaction

被引：0

作者：

Han, Woosong ^{[1
]}

Ryu, Huijeong ^{[1
]}

Kang, Changmuk ^{[1
]}

Hong, Sukwon ^{[1
]}

机构：

[1] Gwangju Inst Sci & Technol GIST, Dept Chem, 123 Cheomdan gwagi ro, Gwangju 61005, South Korea

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2025年

基金：

新加坡国家研究基金会;

关键词：

Addition reaction; Diastereoselective; N-heterocyclic carbene; Noncovalent interaction; Tertiary alcohol; OLEFIN METATHESIS; COMPLEXES; COORDINATION; ACTIVATION; FOSTRIECIN;

D O I：

10.1002/ajoc.202400591

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new class of biaryl Imidazo[1,5-a]pyridin-3-ylidene (ImPy) ligands featuring a Cu & horbar;F interaction and a C5-aryl substituent were developed for the diastereoselective addition reactions of easily accessible 1,3-enyne to ketones. X-ray and noncovalent interaction (NCI) analysis indeed demonstrated the presence of a Cu & horbar;F interaction and a Cu-arene interaction in the F-ImPy-Cu catalyst. The F-ImPy-Cu complex is an effective catalyst for the diastereoselective addition of a 1,3-enyne nucleophile to ketones, showing up to 96% yields and up to >10:1 diastereoselectivities.

引用

页数：6

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