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Motherwell WB, Moreno RB, Pavlakos I, et al. Noncovalent Interactions of π Systems with Sulfur: The Atomic Chameleon of Molecular Recognition. Angew Chem Int Ed Engl. 2017;57(5):1193-1198doi: 10.1002/anie.201708485.
Motherwell, W. B., Moreno, R. B., Pavlakos, I., Arendorf, J. R. T., Arif, T., Tizzard, G. J., Coles, S. J., & Aliev, A. E. (2018). Noncovalent Interactions of π Systems with Sulfur: The Atomic Chameleon of Molecular Recognition. Angewandte Chemie (International ed. in English), 57(5), 1193-1198. https://doi.org/10.1002/anie.201708485
Motherwell, William B, et al. "Noncovalent Interactions of π Systems with Sulfur: The Atomic Chameleon of Molecular Recognition." Angewandte Chemie (International ed. in English) vol. 57,5 (2018): 1193-1198. doi: https://doi.org/10.1002/anie.201708485
Motherwell WB, Moreno RB, Pavlakos I, Arendorf JRT, Arif T, Tizzard GJ, Coles SJ, Aliev AE. Noncovalent Interactions of π Systems with Sulfur: The Atomic Chameleon of Molecular Recognition. Angew Chem Int Ed Engl. 2018 Jan 26;57(5):1193-1198. doi: 10.1002/anie.201708485. Epub 2017 Dec 28. PMID: 29194884.
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Angew Chem Int Ed Engl. 2018 Jan 26;57(5):1193-1198. doi: 10.1002/anie.201708485. Epub 2017 Dec 28.

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

Angewandte Chemie (International ed. in English)

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

Affiliations

  1. Department of Chemistry, University College London, 20 Gordon Street, London, WC1H 0AJ, UK.
  2. School of Chemistry, University of Southampton, University Road, Southampton, SO17 1BJ, UK.

PMID: 29194884 DOI: 10.1002/anie.201708485

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.

© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: NMR spectroscopy; conformational analysis; molecular balances; noncovalent interactions; π-interactions

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