Issue 35, 2008

Dinuclear chiral vanadium catalysts for oxidative coupling of 2-naphtholsvia a dual activation mechanism

Abstract

This review describes our recent efforts in the development of chiral dinuclear vanadium complexes that work as dual activation catalysts for the oxidative coupling of 2-naphthols. The dinuclear vanadium(IV) complex (Ra,S,S)-1a was prepared by complexation of VOSO4 with the Schiff base derived from (R)-3,3′-diformyl-2,2′-dihydroxy-1,1′-binaphthyl (15) and (S)-tert-leucine. Since the dinuclear vanadium(IV) complex was found to be readily oxidized to afford a corresponding vanadium(V) species during preparation in air, a new synthetic procedure using VOCl3 has been applied towards dinuclear vanadium(V) complexes (Ra,S,S)-2 and (Ra,S,S)-3. To the best of our knowledge, (Ra,S,S)-1a, 2 and 3 show considerably higher catalytic activity than previously reported vanadium complexes for the oxidative coupling of 2-naphthols.

Graphical abstract: Dinuclear chiral vanadium catalysts for oxidative coupling of 2-naphtholsvia a dual activation mechanism

Article information

Article type
Feature Article
Submitted
09 Apr 2008
Accepted
11 Jun 2008
First published
17 Jul 2008

Chem. Commun., 2008, 4113-4122

Dinuclear chiral vanadium catalysts for oxidative coupling of 2-naphtholsvia a dual activation mechanism

S. Takizawa, T. Katayama and H. Sasai, Chem. Commun., 2008, 4113 DOI: 10.1039/B806016A

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