Issue 46, 2014

Remote conformational control of a molecular switch via methylation and deprotonation

Abstract

Exacting control over conformation in response to an external stimulus is the central focus of molecular switching. Here we describe the synthesis of a series of diphenylacetylene-based molecular switches, and examine their response to covalent modification and deprotonation at remote phenolic positions. A complex interplay between multiple intramolecular hydrogen bond donors and acceptors determines the global conformation.

Graphical abstract: Remote conformational control of a molecular switch via methylation and deprotonation

Supplementary files

Article information

Article type
Paper
Submitted
18 Sep 2014
Accepted
08 Oct 2014
First published
08 Oct 2014

Org. Biomol. Chem., 2014,12, 9384-9388

Author version available

Remote conformational control of a molecular switch via methylation and deprotonation

P. C. Knipe, I. M. Jones, S. Thompson and A. D. Hamilton, Org. Biomol. Chem., 2014, 12, 9384 DOI: 10.1039/C4OB01991A

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