Cyclodehydration of non-aromatic diols on AlIII-montmorillonite clay: reactivity and mechanism

Kotkar, Dilip ; Mahajan, Satish W. ; Mandal, Arun K. ; Ghosh, Pushpito K. (1988) Cyclodehydration of non-aromatic diols on AlIII-montmorillonite clay: reactivity and mechanism Journal of the Chemical Society, Perkin Transactions 1, 1 (7). pp. 1749-1752. ISSN 0300-922X

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/1988...

Related URL: http://dx.doi.org/10.1039/P19880001749

Abstract

AlIII-Montmorillonite-catalysed reactions of non-aromatic diols and butane-1,4-dithiol into the corresponding heterocyclic compounds are described. Experiments with S-(+)-pentane-1,4-diol indicate a mechanism involving competitive protonation of the primary and secondary hydroxy groups, followed by SN2 displacement of water to form the cyclic product. A comparison of the relative catalytic efficiencies of AlIII-montmorillonite and the corresponding alumina pillared clay suggests that the performance of the former is superior in the above acid-catalysed reactions.

Item Type:Article
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