Issue 21, 2013
From the journal:

Organic & Biomolecular Chemistry

Towards a dynamic covalent molecular switch: substituent effects in chalcone/flavanone isomerism†

Jesse Mai,a   Ermal Hoxha,a   Caitlin E. Morton,a   Brian M. Mullera  and  Marc J. Adler*a  

* Corresponding authors

a Department of Chemistry & Biochemistry, Northern Illinois University, 1425 W. Lincoln Hwy., DeKalb, IL, USA
E-mail: mjadler@niu.edu
Fax: +1 815 753 4802
Tel: +1 815 753 9236

Abstract

Chalcone/flavanone interconversion occurs facilely under aqueous alkaline conditions making it a promising scaffold for the development of a covalent molecular switch. In this study, a single methoxy substituent is shown to have a significant impact on the equilibrium dynamics of this reaction; this impact is dependent on the site of substitution.

Graphical abstract: Towards a dynamic covalent molecular switch: substituent effects in chalcone/flavanone isomerism

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Article information

DOI
https://doi.org/10.1039/C3OB40467F
Article type
Communication
Submitted
07 3 2013
Accepted
12 3 2013
First published
18 3 2013

Org. Biomol. Chem., 2013,11, 3421-3423

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Towards a dynamic covalent molecular switch: substituent effects in chalcone/flavanone isomerism

J. Mai, E. Hoxha, C. E. Morton, B. M. Muller and M. J. Adler, Org. Biomol. Chem., 2013, 11, 3421 DOI: 10.1039/C3OB40467F

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