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Remote conformational control of a molecular switch via methylation and deprotonation

Remote conformational control of a molecular switch via methylation and deprotonation
Remote conformational control of a molecular switch via methylation and deprotonation
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.
1477-0520
9384-9388
Knipe, Peter C.
a75b6ed7-4d9b-45fc-aacc-49e9e0d0b266
Jones, Ian M.
3d141d56-9e92-4ebc-bd47-c248d83dac66
Thompson, Sam
99b7e34e-fe24-401c-b7b0-64e56cbbbcb1
Hamilton, Andrew D.
048a6c75-91bf-4555-ab12-ce885eee65dd
Knipe, Peter C.
a75b6ed7-4d9b-45fc-aacc-49e9e0d0b266
Jones, Ian M.
3d141d56-9e92-4ebc-bd47-c248d83dac66
Thompson, Sam
99b7e34e-fe24-401c-b7b0-64e56cbbbcb1
Hamilton, Andrew D.
048a6c75-91bf-4555-ab12-ce885eee65dd

Knipe, Peter C., Jones, Ian M., Thompson, Sam and Hamilton, Andrew D. (2014) Remote conformational control of a molecular switch via methylation and deprotonation. Organic & Biomolecular Chemistry, 12 (46), 9384-9388. (doi:10.1039/C4OB01991A).

Record type: Article

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.

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Accepted/In Press date: 8 October 2014
e-pub ahead of print date: 8 October 2014
Published date: 14 December 2014
Organisations: Chemistry

Identifiers

Local EPrints ID: 403577
URI: http://eprints.soton.ac.uk/id/eprint/403577
ISSN: 1477-0520
PURE UUID: c84be405-ef0e-43f6-a06d-45fdd3529b01
ORCID for Sam Thompson: ORCID iD orcid.org/0000-0001-6267-5693

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Date deposited: 07 Dec 2016 10:05
Last modified: 10 Dec 2019 01:31

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Contributors

Author: Peter C. Knipe
Author: Ian M. Jones
Author: Sam Thompson ORCID iD
Author: Andrew D. Hamilton

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