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A Novel Approach Towards Intermolecular Stabilization of para ‐Quinone Methides. First Complexation of the Elusive, Simplest Quinone Methide, 4‐Methylene‐2,5‐cyclohexadien‐1‐one
Author(s) -
Rabin Oded,
Vigalok Arkadi,
Milstein David
Publication year - 2000
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/(sici)1521-3765(20000204)6:3<454::aid-chem454>3.0.co;2-q
Subject(s) - quinone methide , quinone , chemistry , nucleophile , ligand (biochemistry) , intermolecular force , methylene , photochemistry , stereochemistry , medicinal chemistry , organic chemistry , receptor , catalysis , molecule , biochemistry
“Simple” para ‐quinone methides were stabilized by their coordination to palladium (see figure). These complexes underwent a ligand‐exchange reaction with a suitable ligand and the displaced quinone methide was immediately trapped by nucleophiles present in the solution.