Premium
Noncovalent Interactions of π Systems with Sulfur: The Atomic Chameleon of Molecular Recognition
Author(s) -
Motherwell William B.,
Moreno Rafael B.,
Pavlakos Ilias,
Arendorf Josephine R. T.,
Arif Tanzeel,
Tizzard Graham J.,
Coles Simon J.,
Aliev Abil E.
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201708485
Subject(s) - sulfur , thioether , non covalent interactions , chemistry , alkene , atom (system on chip) , nuclear magnetic resonance spectroscopy , chemical physics , computational chemistry , molecule , stereochemistry , organic chemistry , hydrogen bond , catalysis , computer science , embedded system
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.