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Site-Selective C–H Functionalization by Decatungstate Anion Photocatalysis: Synergistic Control by Polar and Steric Effects Expands the Reaction Scope
ACS Catalysis ( IF 12.9 ) Pub Date : 2017-12-22 00:00:00 , DOI: 10.1021/acscatal.7b03354
Davide Ravelli,Maurizio Fagnoni,Takahide Fukuyama,Tomohiro Nishikawa,Ilhyong Ryu

The synergistic control of the SH2 transition states of hydrogen abstraction by polar and steric effects provides a promising strategy in achieving site-selective C(sp3)–H functionalization under decatungstate anion photocatalysis. By using this photocatalytic approach, the C–H bonds of alkanes, alcohols, ethers, ketones, amides, esters, nitriles, and pyridylalkanes were functionalized site-selectively. In the remarkable case of a 2,4-disubstituted cyclohexanone bearing five methyl, five methylene, and three methine C–H bonds, one methine C–H bond in the isoamyl tether was selectively functionalized.

中文翻译:

十价态阴离子光催化的位点选择性C–H功能化:通过极性和立体效应的协同控制扩大了反应范围

通过极性和空间效应对氢提取的S H 2过渡态的协同控制提供了一种有前途的策略,可在去阳离子化子阴离子光催化下实现位点选择性C(sp 3)-H功能化。通过使用这种光催化方法,对烷烃,醇,醚,酮,酰胺,酯,腈和吡啶基烷烃的C–H键进行了位点选择性官能化。在2,4-二取代的环己酮带有5个甲基,5个亚甲基和3个次甲基C–H键的显着情况下,异戊基系链中的1个次甲基C–H键被选择性官能化。
更新日期:2017-12-22
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