Rearrangements of 2,5-diarylsubstituted di-cyano-[7,7-dimethyl-3,4-diazabicyclo[4.1.0]hept-2,4-diene-3-ium-yl]methanides in protic solvents

Riebel, Peter and Weber, Andreas and Troll, Theodor and Sauer, Jürgen and Breu, Josef and Nöth, Heinrich (1996) Rearrangements of 2,5-diarylsubstituted di-cyano-[7,7-dimethyl-3,4-diazabicyclo[4.1.0]hept-2,4-diene-3-ium-yl]methanides in protic solvents. TETRAHEDRON LETTERS, 37 (10). pp. 1587-1590. ISSN 0040-4039

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Abstract

The title compound 3 rearranges under very mild conditions to form 4,4-dicyano-8,8-dimethyl-2,6-diphenyl-3,5-diazabicyclo[5.1 .0]octa-2,5-diene 5 (in alcohols) or dicyano[4-aroyl-5,5-dimethyl-2-aryl-1-azacyclopenta-1,3-diene-1-ium-1-yl]methanide 6 (in acetic acid). Azomethine ylide 6 adds to 2 pi-systems to form (3 + 2)-cycloadducts.

Item Type: Article
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie
Depositing User: Dr. Gernot Deinzer
Date Deposited: 02 Nov 2023 09:48
Last Modified: 02 Nov 2023 09:48
URI: https://pred.uni-regensburg.de/id/eprint/51878

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