Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 5, Pages 1193-1198Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201708485
Keywords
conformational analysis; molecular balances; NMR spectroscopy; noncovalent interactions; pi-interactions
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Funding
- Leverhulme Trust
- EPSRC [EP/P020410/1]
- Engineering and Physical Sciences Research Council [EP/P020410/1] Funding Source: researchfish
- EPSRC [EP/P020410/1, EP/K005030/1] Funding Source: UKRI
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The relative strength of noncovalent interactions between a thioether sulfur atom and various pi 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 pi systems studied, with the simple alkene emerging as the most powerful partner. With the exception of the O center dot center dot center dot heteroarene interaction, all noncovalent interactions of sulfur with pi systems are favoured over oxygen.
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