Nickel( O )‐Catalyzed Preparation of Isomeric Carboxamides Ligand‐Controlled β‐H or β′‐H Elimination | Zendy

Hoberg Heinz | Zendy; Guhl Dieter | Zendy

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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.

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