Catalytic Epoxidation and 1,2‐Dihydroxylation of Olefins with Bispidine–Iron( II )/H 2 O 2  Systems | Zendy

Bukowski Michael R. | Zendy; Comba Peter | Zendy; Lienke Achim | Zendy; Limberg Christian | Zendy; Lopez de Laorden Carlos | Zendy; MasBallesté Rubén | Zendy; Merz Michael | Zendy; Que Lawrence | Zendy

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Catalytic Epoxidation and 1,2‐Dihydroxylation of Olefins with Bispidine–Iron( II )/H 2 O 2 Systems

Author(s) -

Bukowski Michael R.,

Comba Peter,

Lienke Achim,

Limberg Christian,

Lopez de Laorden Carlos,

MasBallesté Rubén,

Merz Michael,

Que Lawrence

Publication year - 2006

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.200504357

Subject(s) - dihydroxylation , catalysis , chemistry , stereochemistry , organic chemistry , enantioselective synthesis

Going ferryl : Fe II complexes with two isomeric bispidine ligands catalyze the oxidation of cyclooctene with H 2 O 2 in MeCN under aerobic conditions with high selectivity for the epoxide (see scheme; L=bispidine ligand). An {Fe IV O} complex is postulated to be the oxidant, formed by the homolytic cleavage of the OO bond of an {Fe III ‐OOH} intermediate. Performing the reaction under argon gives a mixture of cis and trans diols as well as the epoxide.

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