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Highly Selective Metal Catalysts for Intermolecular Carbenoid Insertion into Primary CH Bonds and Enantioselective CC Bond Formation
Author(s) -
Thu HungYat,
Tong Glenna SoMing,
Huang JieSheng,
Chan Sharon LaiFung,
Deng QingHai,
Che ChiMing
Publication year - 2008
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.200803157
Subject(s) - carbenoid , enantioselective synthesis , porphyrin , chemistry , catalysis , intermolecular force , primary (astronomy) , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , molecule , rhodium , physics , astronomy
Primary CH bond activation! A Rh complex of bis‐pocket porphyrin I catalyzes carbenoid insertion into the CH bonds of n ‐alkanes with a primary/secondary selectivity (per CH bond) of up to 11.4:1 (see picture). Enantioselective secondary CH bond functionalization catalyzed by a Rh complex of Halterman's chiral porphyrin features up to 93 % ee. These reactions exhibit up to 6477 turnovers after the catalyst was recycled five times.