European Journal of Chemistry

Chiral Cu(II) salen complexes catalyzed aerobic oxidative biaryl coupling-probing the reaction by EPR

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Published: Dec 22, 2010
DOI: https://doi.org/10.5155/eurjchem.1.4.360-367.221
Keywords:
Biaryl coupling, Chiral copper salen complexes, Cross coupling, BINOL, Aerobic oxidation, EPR
Section
Research Article
Issue
Vol. 1 No. 4 (2010): December 2010
Dates
Received 2010-07-24
Accepted 2010-09-26
Published 2010-12-22


Main Article Content

Subbaramanian Sabarinathan
Department of Chemistry, Pondicherry University, Pudhucherry, IN-605 014, India
Gnanasambandam Vasuki
Department of Chemistry, Pondicherry University, Pudhucherry, IN-605 014, India
Pillutla Sambasiva Rao
Department of Chemistry, Pondicherry University, Pudhucherry, IN-605 014, India

Abstract

Aerobic oxidative coupling of 2-naphthol to 1,1'-binaphthyl-2,2'-diol has been achieved using chiral/achiral copper salen complexes as catalyst. Moderate enantioselectivity was obtained for the reaction of 2-napthol with a coordinating substituent with a chiral salen complex. Unsubstituted 2-naphthol resulted in racemic 1,1'-binaphthyl-2,2'-diol only with all chiral complexes. Electron paramagnetic resonance spectroscopy has been used to understand the factors influencing the asymmetric induction.

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Sabarinathan, S.; Vasuki, G.; Rao, P. S. Chiral Cu(II) Salen Complexes Catalyzed Aerobic Oxidative Biaryl Coupling-Probing the Reaction by EPR. Eur. J. Chem. 2010, 1, 360-367.

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