Nucleobase-fluorobenzene interactions: Hydrogen bonding wins over π stacking

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Abstract

(Graph Presented) The relative importance of H-bonding and π stacking in isolated cold complexes of 2-pyridone (2PY) with 1,2,4,5-tetrafluorobenzene (4FB), pentafluorobenzene (5FB), and hexafluorobenzene (6FB) was investigated. Unexpectedly, only 2PY·6FB exhibits π stacking in the gas phase and a broad UV spectrum. The other 2PY·nFB complexes show narrow absorption spectra characteristic of doubly H-bonded dimers (see picture). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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Leist, R., Frey, J. A., Ottiger, P., Frey, H. M., Leutwyler, S., Bachorz, R. A., & Klopper, W. (2007). Nucleobase-fluorobenzene interactions: Hydrogen bonding wins over π stacking. Angewandte Chemie - International Edition, 46(39), 7449–7452. https://doi.org/10.1002/anie.200701171

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