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Establishing a Molecular Mechanism for the Beckmann Rearrangement of Oximes over Microporous Molecular Sieves
Author(s) -
Fernández Ana B.,
Boronat Mercedes,
Blasco Teresa,
Corma Avelino
Publication year - 2005
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.200462737
Subject(s) - beckmann rearrangement , oxime , zeolite , chemistry , microporous material , molecular sieve , silanol , acetophenone , cyclohexanone oxime , protonation , catalysis , acetanilide , organic chemistry , ion , selectivity
At least two possible pathways were found for the Beckmann rearrangement of acetophenone oxime to acetanilide over zeolite catalysts. In the first step, the N atom of the oxime is protonated over the Brønsted acid sites of an aluminum siliceous zeolite (see picture), but not over the silanol groups of a pure siliceous zeolite.

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