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Use of Hemilabile N,N Ligands in Nitrogen‐Directed Iridium‐Catalyzed Borylations of Arenes
Author(s) -
Ros Abel,
Estepa Beatriz,
LópezRodríguez Rocío,
Álvarez Eleuterio,
Fernández Rosario,
Lassaletta José M.
Publication year - 2011
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.201104544
Subject(s) - iridium , regioselectivity , steric effects , denticity , catalysis , chemistry , pinacol , aryl , stereochemistry , medicinal chemistry , organic chemistry , crystal structure , alkyl
The hemilabile character of 2‐pyridyl carbaldehyde hydrazones as N,N bidentate ligands is key to performing regioselective Ir III ‐catalyzed ortho borylations of 2‐aryl pyridines(isoquinolines) and aromatic N , N ‐dimethylhydrazones (see scheme; pin=pinacol, Bn=benzyl). Internal “ate” complexes or products free from NB interactions are formed depending on the steric properties of the substrates.