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Solution and Solid‐State Studies of a Chiral Zinc–Sulfonamide Complex Relevant to Enantioselective Cyclopropanations
Author(s) -
Denmark Scott E.,
O'Connor Stephen P.,
Wilson Scott R.
Publication year - 1998
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/(sici)1521-3773(19980504)37:8<1149::aid-anie1149>3.0.co;2-f
Subject(s) - enantioselective synthesis , sulfonamide , zinc , solid state , chemistry , combinatorial chemistry , organic chemistry , stereochemistry , catalysis
A highly distorted tetrahedron formed by the four nitrogen atoms around zinc in the crystalline zinc–sulfonamide complex 1 may explain its catalytic activity in asymmetric cyclopropanations. The agent is formed by deprotonation of ( R , R )‐ N , N ′‐cyclohexane‐1,2‐diyl)bis( n ‐butanesulfonamide) with diethylzinc and addition of 2,2′‐bipyridyl.