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Enhancing the Catalytic Activity of 4‐(Dialkylamino)pyridines by Conformational Fixation
Author(s) -
Heinrich Markus R.,
Klisa Heike Sabine,
Mayr Herbert,
Steglich Wolfgang,
Zipse Hendrik
Publication year - 2003
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.200352289
Subject(s) - acetic anhydride , acetylation , catalysis , alcohol , chemistry , quantum chemical , fixation (population genetics) , tricyclic , organic chemistry , medicinal chemistry , combinatorial chemistry , stereochemistry , computational chemistry , biochemistry , molecule , gene
Six times more active than DMAP ( 1 ), the tricyclic DMAP analogue 2 catalyzes the acetylation of a tertiary alcohol with acetic anhydride. The experimental results can be rationalized by quantum chemical calculations.