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Rate Enhancement and Enantioselectivity of the Jacobsen–Katsuki Epoxidation: The Significance of the Sixth Coordination Site
Author(s) -
ElBahraoui Jaouad,
Wiest Olaf,
Feichtinger Derek,
Plattner Dietmar A.
Publication year - 2001
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 - 10.1002/1521-3773(20010601)40:11<2073::aid-anie2073>3.0.co;2-y
Subject(s) - chemistry , stereochemistry
New light on the origin of the high enantioselectivities achieved in the Jacobsen–Katsuki epoxidation is shed by the results of density functional calculations. Axial ligation to the metal center not only enhances the epoxidation rate, but in addition leads to highly nonplanar, bent conformations of the active catalyst (see picture).