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Inter- and intramolecular hydrogen bonds involving a thione proton-acceptor group

✍ Scribed by Urszula Da̧browska; Janusz Da̧browski

Publisher: Elsevier Science
Year: 1973
Weight: 389 KB
Volume: 5
Category: Article
ISSN: 0001-8716
DOI: 10.1016/0001-8716(73)80022-7

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✦ Synopsis

Inter-and intramolecular hydrogen bonds in enamino thiones are compared with those in their 0x0 analogues (enamino ketones). While the efficacy as a proton-acceptor of the thione group in intermolecular hydrogen bonds is less pronounced than in the case of the carbonyl group the reverse is true with intramolecular conjugated chelate systems. This result has been accounted for by the 6n-electron stabilization of the chelate involving the extended orbitals of sulphur.

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