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Intramolecular single and double proton transfer in benzoxazole derivatives

✍ Scribed by Andrzej Mordziński; Anna Grabowska; Wolfgang Kühnle; Adam Kröwczyński

Publisher: Elsevier Science
Year: 1983
Tongue: English
Weight: 443 KB
Volume: 101
Category: Article
ISSN: 0009-2614
DOI: 10.1016/0009-2614(83)87015-8

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✦ Synopsis

The "double" derivatives of benzoxazole, bis-&S-(2-benzoxaroiyl)hydroquinone (II) and bis-3,6-(2-benzosazolyl)pyrocatochol (III), have been investigated. In (II), ordy one proton is transferred in the Sr state. Primary and tautomeric forms exist in a rapidly established equilibrium. In (III), two tautomers were detected_ One is generated in the Sr state by a double proton transfer without a potential barrier. while the other, generated by a single proton transfer. is already presenl in trace amounts in the Se state.

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