以-SCF作为弱导向基团，铱（III）催化芳基C-H键的单烯基化反应。
Ir(III)-Catalyzed Mono-Olefination of Aryl C-H Bonds Using -SCF as a Weak Directing Group.
作者信息
Bao Rui-Peng, Chen Xian, Li Chen, Wang Dong-Hui
机构信息
CAS Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules, Center for Excellence in Molecular Synthesis, University of Chinese Academy of Sciences , Shanghai Institute of Organic Chemistry , CAS. 345 Lingling Road , Shanghai 200032 , China.
School of Biotechnology and Health Sciences , Wuyi University , 22 Dongcheng Vill. , Jiangmen , Guangdong 529020 , China.
出版信息
Org Lett. 2019 Oct 4;21(19):8116-8121. doi: 10.1021/acs.orglett.9b03125. Epub 2019 Sep 23.
The trifluoromethylthionyl group (-SCF) is an efficient weak directing group for Ir(III)-catalyzed aryl C-H olefination. Various trifluoromethylthioethers provide high levels of mono-olefination products in good to excellent yields under mild conditions with a 2,2'-bipyridine ligand or AgBF as an additive. Mechanistic studies indicate the C-H cleavage is the rate-determining step. The directing group ability of the -SCF group is benchmarked against several other weak directing groups by competition experiments under Ir(III)-catalyzed conditions.
三氟甲硫基（-SCF₃）是用于铱（III）催化的芳基C-H烯烃化反应的高效弱导向基团。在温和条件下，以2,2'-联吡啶配体或AgBF₄作为添加剂，各种三氟甲硫醚能以良好至优异的产率提供高含量的单烯烃化产物。机理研究表明，C-H键裂解是速率决定步骤。通过在铱（III）催化条件下的竞争实验，将-SCF₃基团的导向能力与其他几个弱导向基团进行了比较。
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