Original scientific paper

The Mechanism of Aromatization of 7-Norbornadiene Acetals. Evidence for Norcaradiene Formation

Dionis E. Sunko ; Laboratory of Organic Chemistry and Biochemistry, Faculty of Science, University of Zagreb, Strossmayerov trg 14, 41000 Zagreb, Yugoslavia
Zdravko Lovrić ; Laboratory of Organic Chemistry and Biochemistry, Faculty of Science, University of Zagreb, Strossmayerov trg 14, 41000 Zagreb, Yugoslavia
Hrvoj Vančik ; Laboratory of Organic Chemistry and Biochemistry, Faculty of Science, University of Zagreb, Strossmayerov trg 14, 41000 Zagreb, Yugoslavia

Abstract

Dicarbomethoxy-tetraehloronorbornadienone aeetal le rearranges
spontaneously to hemimelitate 3c while the corresponding anhydride 14 is stable up to 200oC. This result supports the hypothesis that the thermal rearrangement of substituted norbornadienes to aromatic products occurs by rate determining formation of norcaradiene intermediates.

Keywords

Hrčak ID:

178041

URI

https://hrcak.srce.hr/178041

Publication date:

6.3.1986.

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