ortho-Substituted 1,8-Diarylnaphthalenes: Conformational Thermodynamics and Kinetics

Dilraj K. Judge; Peter Haycock; Robert D. Richardson; Matthew J. Fuchter

doi:10.1055/s-0033-1339695

Synlett, Table of Contents

Synlett 2013; 24(18): 2365-2369
DOI: 10.1055/s-0033-1339695

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ortho-Substituted 1,8-Diarylnaphthalenes: Conformational Thermodynamics and Kinetics

Dilraj K. Judge

Department of Chemistry, Imperial College London, South Kensington Campus, London SW7 2AZ, UK Fax: +44(20)75945815 Email: m.fuchter@imperial.ac.uk

,

Peter Haycock

Department of Chemistry, Imperial College London, South Kensington Campus, London SW7 2AZ, UK Fax: +44(20)75945815 Email: m.fuchter@imperial.ac.uk

,

Robert D. Richardson

Department of Chemistry, Imperial College London, South Kensington Campus, London SW7 2AZ, UK Fax: +44(20)75945815 Email: m.fuchter@imperial.ac.uk

,

Matthew J. Fuchter*

Department of Chemistry, Imperial College London, South Kensington Campus, London SW7 2AZ, UK Fax: +44(20)75945815 Email: m.fuchter@imperial.ac.uk

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Abstract

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Abstract

1,8-Diarylnaphthalenes show interesting potential as chiral sensors, environment sensors and stereodynamic switches. The kinetics and thermodynamics of the conformational equilibria of two such compounds are described. These compounds, along with others reported previously, show that several features can be used to tune the conformational behaviour of these compounds, giving the possibility to design molecules for specific applications in the future.

Key words

biaryls - atropisomerism - isomerisation - solvent effects - substituent effects

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References

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