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Noncovalent interactions of π systems with sulfur: The atomic chameleon of molecular recognition

Noncovalent interactions of π systems with sulfur: The atomic chameleon of molecular recognition
Noncovalent interactions of π systems with sulfur: The atomic chameleon of molecular recognition
The relative strength of noncovalent interactions between a thioether sulfur atom and various π systems in designed top pan molecular balances was determined by NMR spectroscopy. Compared to its oxygen counterpart, the sulfur atom displays a remarkable ability to interact with almost equal facility over the entire range of π systems studied, with the simple alkene emerging as the most powerful partner. With the exception of the O⋅⋅⋅heteroarene interaction, all noncovalent interactions of sulfur with π systems are favoured over oxygen.
1433-7851
Motherwell, William B.
77559985-75b3-4d25-9a26-9a93c520a871
Moreno, Rafael B.
b1ad3022-a100-43bb-89f3-e07cbb9d0e89
Pavlakos, Ilias
bb0d153c-1bfa-4e40-8639-1732fc0f6f2b
Arendorf, Josephine R.T.
7ba1989b-93ad-40b6-89fb-075200513c82
Arif, Tanzeel
a0518e95-8b11-4486-b310-ca79974dcdcd
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Aliev, Abil E.
b52589ec-2e49-447b-a1e3-2ec2eca9932c
Motherwell, William B.
77559985-75b3-4d25-9a26-9a93c520a871
Moreno, Rafael B.
b1ad3022-a100-43bb-89f3-e07cbb9d0e89
Pavlakos, Ilias
bb0d153c-1bfa-4e40-8639-1732fc0f6f2b
Arendorf, Josephine R.T.
7ba1989b-93ad-40b6-89fb-075200513c82
Arif, Tanzeel
a0518e95-8b11-4486-b310-ca79974dcdcd
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Aliev, Abil E.
b52589ec-2e49-447b-a1e3-2ec2eca9932c

Motherwell, William B., Moreno, Rafael B., Pavlakos, Ilias, Arendorf, Josephine R.T., Arif, Tanzeel, Tizzard, Graham J., Coles, Simon J. and Aliev, Abil E. (2017) Noncovalent interactions of π systems with sulfur: The atomic chameleon of molecular recognition. Angewandte Chemie International Edition. (doi:10.1002/anie.201708485).

Record type: Article

Abstract

The relative strength of noncovalent interactions between a thioether sulfur atom and various π systems in designed top pan molecular balances was determined by NMR spectroscopy. Compared to its oxygen counterpart, the sulfur atom displays a remarkable ability to interact with almost equal facility over the entire range of π systems studied, with the simple alkene emerging as the most powerful partner. With the exception of the O⋅⋅⋅heteroarene interaction, all noncovalent interactions of sulfur with π systems are favoured over oxygen.

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Accepted/In Press date: 16 November 2017
e-pub ahead of print date: 28 December 2017

Identifiers

Local EPrints ID: 416987
URI: https://eprints.soton.ac.uk/id/eprint/416987
ISSN: 1433-7851
PURE UUID: 84902a5d-fe02-49f2-9e82-b1b88baee0ef
ORCID for Graham J. Tizzard: ORCID iD orcid.org/0000-0002-1577-5779
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

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Date deposited: 16 Jan 2018 17:30
Last modified: 14 Mar 2019 05:19

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Contributors

Author: William B. Motherwell
Author: Rafael B. Moreno
Author: Ilias Pavlakos
Author: Josephine R.T. Arendorf
Author: Tanzeel Arif
Author: Simon J. Coles ORCID iD
Author: Abil E. Aliev

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