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.
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页数：6
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