Through-Space Polar-π Interactions in 2,6-Diarylthiophenols.
aromatic compounds
molecular recognition
noncovalent interactions
polar-π interactions
thiols
Journal
Chemphyschem : a European journal of chemical physics and physical chemistry
ISSN: 1439-7641
Titre abrégé: Chemphyschem
Pays: Germany
ID NLM: 100954211
Informations de publication
Date de publication:
03 06 2020
03 06 2020
Historique:
received:
19
02
2020
revised:
22
03
2020
pubmed:
8
4
2020
medline:
8
4
2020
entrez:
8
4
2020
Statut:
ppublish
Résumé
Molecular recognition between polar groups and aromatic molecules is fundamentally important to rational drug design. Although it has been well established that many polar functionalities interact with electron-rich aromatic residues through energetically favorable polar-π interactions, there is a limited understanding of the association between thiols and aromatic systems. Herein we report physical-organic chemistry studies on 2,6-diarylthiophenols that possess the central thiophenol ring and two flanking aromatic rings with tunable electronic properties caused by substituents at distant para position. Hammett analysis revealed that pK
Identifiants
pubmed: 32253802
doi: 10.1002/cphc.202000132
pmc: PMC7318691
doi:
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
1092-1100Subventions
Organisme : China Scholarship Council
Pays : International
Organisme : Netherlands Organization for Scientific Research (NWO)
Pays : International
Organisme : Spanish MINECO
ID : CTQ2016-77558-R
Pays : International
Organisme : Spanish MINECO
ID : MDM-2017-0767
Pays : International
Organisme : Generalitat de Catalunya
ID : 2017SGR348
Pays : International
Informations de copyright
© 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
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