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The Titanium( IV )‐Catalyzed Epoxidation of Alkenes by tert ‐Alkyl Hydroperoxides
Author(s) -
Oldroyd Richard D.,
Thomas John Meurig,
Maschmeyer Thomas,
MacFaul Philip A.,
Snelgrove Darren W.,
Ingold Keith U.,
Wayner Danial D. M.
Publication year - 1996
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.199627871
Subject(s) - oxidizing agent , catalysis , tert butyl hydroperoxide , chemistry , alkene , titanium , mesoporous material , alkyl , organic chemistry , hydrocarbon , medicinal chemistry , open air , architectural engineering , engineering
A high catalytic activity towards alkene epoxidation is shown by titanium‐modified MCM41 mesoporous silicas if 2‐methyl‐1‐phenyl‐2‐propyl hydroperoxide (MPPH) is used as oxidant. This first example in which MPPH has been used as an efficient two‐electron oxidizing agent demonstrates that it is a competent replacement for tert ‐butyl hydroperoxide (TBHP) in metal‐catalyzed, nonradical hydrocarbon oxidations and that the Ti‐MCM41 catalyzed epoxidation of alkenes proceeds by a nonradical mechanism.