Noncovalent Interactions of π Systems with Sulfur: The Atomic Chameleon of Molecular Recognition | Zendy

Motherwell William B. | Zendy; Moreno Rafael B. | Zendy; Pavlakos Ilias | Zendy; Arendorf Josephine R. T. | Zendy; Arif Tanzeel | Zendy; Tizzard Graham J. | Zendy; Coles Simon J. | Zendy; Aliev Abil E. | Zendy

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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.

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