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N ‐heterocyclic carbene complexes of Rh(I) and electronic effects on catalysts for 1,2‐addition of phenylboronic acid to aldehydes
Author(s) -
Türkmen Hayati,
Çetinkaya Bekir
Publication year - 2011
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1746
Subject(s) - chemistry , phenylboronic acid , rhodium , catalysis , carbene , medicinal chemistry , alkyl , carbon 13 nmr , acceptor , ligand (biochemistry) , nuclear magnetic resonance spectroscopy , organic chemistry , biochemistry , physics , receptor , condensed matter physics
1,3‐Diarylsubstituted imidazolinium salts, (NHC‐H)Cl, 3, containing hydrogen or alkyl groups at the 4,5‐positions of the imidazolidine ring, served as precursors to rhodium(I) complexes [RhCl(NHC)COD], 4, which were converted into cis ‐[RhCl(NHC)(CO) 2 ] complexes, 5. All compounds prepared were characterized by elemental analyses, 1 H NMR and 13 C NMR. The relative σ‐donor/π‐acceptor strength of the NHC ligands was determined by means of IR spectroscopy of 5. The ability of NHCs in 4 to enchance activity was explored in the 1,2‐addition of phenylboronic acid to aldehydes. A good correlation was observed between catalytic activity and the electron‐donating power of the NHC ligands. Copyright © 2010 John Wiley & Sons, Ltd.