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The Uncatalyzed Transfer Hydrogenation of α‐Methylstyrene by Dihydroanthracene or Xanthene—a Radical Reaction
Author(s) -
Rüchardt Christoph,
Gerst Matthias,
Nölke Margot
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199215231
Subject(s) - xanthene , chemistry , photochemistry , cumene , radical disproportionation , radical , stoichiometry , styrene , chain transfer , polymerization , polymer chemistry , radical polymerization , disproportionation , catalysis , organic chemistry , copolymer , polymer
Cumene (3) is formed almost quantitatively from α‐methylstyrene ( 1 ) by hydrogen transfer from dihydroanthracene ( 2a ) or xanthene ( 2b ) at 270–310 °C. The initial step in this reaction is the first example of a stoichiometric, bimolecular, molecule‐induced formation of radicals in solution (proven by ESR) by hydrogen transfer. This type of reaction has been postulated for the initiation of chain reactions such as the thermal polymerization of styrene.