Issue 43, 2008
From the journal:

Chemical Communications

Chemoenzymatic synthesis of chiral 4,4′-bipyridyls and their metal–organic frameworks†

Lenuta Sbircea,a   Narain D. Sharma,a   William Clegg,b   Ross W. Harrington,b   Peter N. Horton,a   Michael B. Hursthouse,c   David C. Apperley,d   Derek R. Boyd*a  and  Stuart L. James*a  

* Corresponding authors

a Centre for the Theory and Application of Catalysis (CentTACat), School of Chemistry and Chemical Engineering, Queen’s University Belfast, David Keir Building, Stranmillis Road, Belfast, Northern Ireland, UK
E-mail: dr.boyd@qub.ac.uk, s.james@qub.ac.uk

b School of Chemistry, Newcastle University, Newcastle upon Tyne, UK

c Department of Chemistry, University of Southampton, Highfield, Southampton, UK

d Department of Chemistry, Durham University, South Road, Durham, UK

Abstract

The first enantiopure 4,4′-bipyridyls, 6, 8, and 9 have been prepared in four or five steps via bacterial dioxygenase-catalysed cis-dihydroxylation of 4-chloroquinoline1 and C–C coupling; ligands 6 and 9 are found to be effective building blocks for the preparation of chiral metal–organic frameworks as demonstrated with the rational synthesis of two pillared-grid structures [Zn2(fumarate)2(L)], which exhibit interesting structural and dynamic aspects.

Graphical abstract: Chemoenzymatic synthesis of chiral 4,4′-bipyridyls and their metal–organic frameworks

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Article information

DOI
https://doi.org/10.1039/B812366G
Article type
Communication
Submitted
18 Jul 2008
Accepted
11 Sep 2008
First published
09 Oct 2008

Chem. Commun., 2008, 5538-5540

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Chemoenzymatic synthesis of chiral 4,4′-bipyridyls and their metal–organic frameworks

L. Sbircea, N. D. Sharma, W. Clegg, R. W. Harrington, P. N. Horton, M. B. Hursthouse, D. C. Apperley, D. R. Boyd and S. L. James, Chem. Commun., 2008, 5538 DOI: 10.1039/B812366G

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