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Molecular conformation of N,N -diarylthioureas: An assessment by 1H NMR and infrared spectroscopy

Sudha, LV and Manogaran, S and Sathyanarayana, DN (1984) Molecular conformation of N,N -diarylthioureas: An assessment by 1H NMR and infrared spectroscopy. In: Magnetic Resonance in Chemistry, 23 (8). pp. 591-596.

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Several N,N -dipyridyl- and N-phenyl-N -pyridyl-thioureas were examined in different solvents at various temperatures by 1H NMR in order to study their conformational properties. The influence of concentration and the methyl substituent in the pyridine ring on the chemical shifts of the NH and pyridine groups was investigated. The observed chemical shifts are analysed in terms of the conformational properties of the molecules. Free energy barriers to the internal rotation about the C N bonds have been determined. Infrared spectra have been measured to supplement the NMR studies. Intramolecular hydrogen bonding played a major role in the preferred conformation of pyridylthioureas. The data further revealed an interesting dynamic exchange phenomenon occurring in symmetric N,N -dipyridylthioureas between two intramolecularly hydrogen bonded conformers.

Item Type: Journal Article
Publication: Magnetic Resonance in Chemistry
Publisher: John Wiley and Sons
Additional Information: The copyright of this article belongs to John Wiley and Sons
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 16 Nov 2009 12:23
Last Modified: 19 Sep 2010 05:32
URI: http://eprints.iisc.ac.in/id/eprint/20412

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