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Photoinduced Dearomatizing Three‐Component Coupling of Arylphosphines, Alkenes, and Water
Author(s) -
Masuda Yusuke,
Tsuda Hiromu,
Murakami Masahiro
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202013215
Subject(s) - alkene , aryl , chemistry , intermolecular force , ring (chemistry) , photochemistry , component (thermodynamics) , coupling (piping) , molecule , organic chemistry , catalysis , materials science , alkyl , physics , metallurgy , thermodynamics
A unique photoinduced reaction that couples a triarylphosphine, an alkene, and water to produce 2‐(cyclohexa‐2,5‐dienyl)ethylphosphine oxide is reported herein. The alkene inserts into a C(aryl)−P bond of the arylphosphine, the aryl ring is dearomatized into the cyclohexadienyl ring, and the phosphorus is oxidized. The three components are all readily available, and their intermolecular coupling significantly increases molecular complexity. The products formed are applicable to the Wittig olefination.