Photoinduced Reaction of Triarylphosphines with Alkenes Forming Fused Tricyclic Phosphonium Salts

Photoinduced Reaction of Triarylphosphines with Alkenes Forming Fused Tricyclic Phosphonium Salts
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三芳基膦与烯烃光致反应形成稠合三环鏻盐

DOI:
10.1021/acs.orglett.1c03168
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发表时间:
2021
期刊:
影响因子:
5.2
通讯作者:
Murakami Masahiro
Murakami Masahiro
中科院分区:
化学1区
文献类型:
--
作者:
Masuda Yusuke;Uno Masumi;Murakami Masahiro

文献摘要

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本文报道了在碳酸存在下三芳基膦与烯烃的光诱导反应。发生剧烈的结构变化,产生具有磷酸三环[4.3.0.02.9]壬烯核结构的熔融三环磷酸盐。该反应的标志是苯环的脱芳化转环,磷原子的1,2-迁移和烯烃的掺入。在温和的反应条件下,可见光与光催化剂的协同作用促进了高吸氧过程。
Herein reported is a photoinduced reaction of triarylphosphines with alkenes in the presence of carbonic acid. A drastic structural change occurs to produce fused tricyclic phosphonium salts having a phosphatricyclo[4.3.0.02.9]nonene core structure. The reaction was marked by dearomatizing transannulation of the phenyl ring, 1,2-migration of the phosphorus atom, and incorporation of an alkene. The highly endergonic process is promoted by cooperation of visible light with a photocatalyst under mild reaction conditions.