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Site‐Selective C(sp3)–H Functionalization of Fluorinated Alkanes Driven by Polar Effects Using a Tungstate Photocatalyst
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2019-09-09 , DOI: 10.1002/ejoc.201901135
Takahide Fukuyama,Tomohiro Nishikawa,Ilhyong Ryu

The TBADT‐catalyzed C(sp3)–H functionalization of perfluorophenyl‐ and perfluoroalkyl‐substituted alkanes was investigated. Alkylation of alkanes having a perfluoroalkyl group and alkyl‐substituted perfluorobenzenes avoided α‐C–H bonds. Radical polar effects in the SH2 transition states could explain this avoidance of α‐C–H functionalization.
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中文翻译:

使用钨酸盐光催化剂的极性效应驱动的氟化烷烃的位点选择性C(sp 3)–H功能化

研究了TBADT催化的全氟苯基和全氟烷基取代的烷烃的C(sp 3)–H官能化。具有全氟烷基的烷烃和烷基取代的全氟苯的烷基化可避免α-CH键。S H 2过渡态中的自由基极性效应可以解释这种对α-CH-H功能化的避免。
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更新日期:2019-09-09
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