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Breaking the Ring through a Room Temperature Catalytic Wittig Reaction
Author(s) -
O'Brien Christopher J.,
Lavigne Florie,
Coyle Emma E.,
Holohan Andrew J.,
Doonan Bryan J.
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201300546
Subject(s) - wittig reaction , phenylsilane , catalysis , phosphine , yield (engineering) , selectivity , ring (chemistry) , chemistry , phosphine oxide , medicinal chemistry , organic chemistry , combinatorial chemistry , photochemistry , materials science , composite material
One ring no longer rules them all : Employment of 2.5–10 mol % of 4‐nitrobenzoic acid with phenylsilane led to the development of a room temperature catalytic Wittig reaction (see scheme). Moreover, these enhanced reduction conditions also facilitated the use of acyclic phosphine oxides as catalysts for the first time. A series of alkenes were produced in moderate to high yield and selectivity.