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Nickel( O )‐Catalyzed Preparation of Isomeric Carboxamides Ligand‐Controlled β‐H or β′‐H Elimination
Author(s) -
Hoberg Heinz,
Guhl Dieter
Publication year - 1989
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198910351
Subject(s) - steric effects , chemistry , catalysis , ligand (biochemistry) , selectivity , ring (chemistry) , stereochemistry , medicinal chemistry , nickel , electronic effect , organic chemistry , receptor , biochemistry
Isocyanates and monosubstituted alkenes undergo CC bond formation on (Lig)Ni O to give azanickelacycles such as 1 . Variation of the ligands (Lig) and exploitation of steric and/or electronic effects allows either the β‐H atom on the ring or the exocyclic β′‐H atom to be activated; in the ensuing reactions, the two isomeric carboxamides 2 and 3 are formed catalytically with high selectivity.