Application of the Suzuki reaction to the asymmetric desymmetrisation of 1,2-and 1,3-disubstituted bulky cobalt metallocenes

Bergin, Enda, Hughes, David L. and Richards, Christopher J. (2010) Application of the Suzuki reaction to the asymmetric desymmetrisation of 1,2-and 1,3-disubstituted bulky cobalt metallocenes. Tetrahedron: Asymmetry, 21 (11-12). pp. 1619-1623. ISSN 0957-4166

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Abstract

Reaction of (eta(5)-cyclopentadienyl)(eta(4)-tetraphenylcyclobutadiene)cobalt with Hg(OAc)(2) (2.3 equiv) in 1:1 MeOH/CH2Cl2 followed by the addition of LiCl resulted in the formation of (eta(5)-1,2-dichloromercuricyclopentadienyl)(eta(4)-tetraphenylcyclobuta diene)cobalt (33%) and its 1,3-isomer (6%). Following conversion into their corresponding diiodides these compounds were desymmetrised by Suzuki reactions with ArB(OH)(2) employing [(R)-BINAP]PdCl2, with the highest ee of 24% being obtained for (eta(5)-1-iodo-3-(2-methoxyphenyl)cyclopentadienyl)(eta(4)-tetraphenylcy clobutadiene)cobalt. (C) 2010 Elsevier Ltd. All rights reserved.

Item Type: Article
Additional Information: Bergin, Enda Hughes, David L. Richards, Christopher J. Sp. Iss. SI
Faculty \ School: Faculty of Science > School of Chemistry
Depositing User: Rachel Smith
Date Deposited: 21 Feb 2012 11:21
Last Modified: 21 Apr 2020 17:06
URI: https://ueaeprints.uea.ac.uk/id/eprint/37274
DOI: 10.1016/j.tetasy.2010.05.012

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