Thermal ring opening of 1,1-dibromo and 1-bromo-2-chloromethylcyclopropanes: observation of a formal debromochlorination |
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Authors: | Leiv K. Sydnes Karl F. S. Alnes Anita Pettersen Udo H. Brinker |
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Affiliation: | 1.Department of Chemistry,University of Bergen,Bergen,Norway;2.Department of Chemistry,University of Troms?,Troms?,Norway;3.Institut für Organische Chemie,Universit?t Wien,Wien,Austria |
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Abstract: | Abstract When the title compounds are thermolyzed in the gas phase under vacuum or in hot quinoline, several products are formed. A predominant product in all cases is a chlorine-free buta-1,3-diene which has been formed by formal debromochlorination, a reaction not previously observed during thermolysis of chlorinated bromocyclopropanes. Graphical Abstract |
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Keywords: | Cyclopropanes Dehalogenation Conjugated dienes Trapping 4-Phenyl-1,2,4-triazoline-3,5-dione |
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