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Thermal transformation of monoterpenes within thionin‐supported zeolite Na‐Y. Acid‐catalyzed or electron transfer‐induced?
Author(s) -
Stratakis Manolis,
Stavroulakis Manolis,
Sofikiti Nikoletta
Publication year - 2003
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.557
Subject(s) - chemistry , zeolite , catalysis , electron transfer , monoterpene , bicyclic molecule , medicinal chemistry , stereochemistry , organic chemistry
Abstract Several monoterpenes (monocyclic, bicyclic or acyclic) isomerize and finally transform to p ‐cymene in the dark upon loading within thionin‐supported zeolite Na‐Y. The same reactions occur in Na‐Y dried under the same conditions as thionin/Na‐Y. It is postulated that the thermal treatment of Na‐Y generates ‘electron holes’ (probably acidic sites). The transformation of monoterpenes occurs more likely via an electron transfer‐induced reaction subordinated to the occurrence of the acidic sites. The radical cation of the more thermodynamically stable monoterpene, α‐terpinene, eventually dehydrogenates to p ‐cymene. For comparison, the same reactions were performed within methyl viologen‐supported Na‐Y. Copyright © 2002 John Wiley & Sons, Ltd.