An azidopiperideine → dihydrodiazepine ring expansion of the fluorocarbon class: synthesis of perfluoro-(1,4-dimethyl-2,3-diazacyclo-hepta-1,3-diene)via thermolysis of perfluoro-(6-azido-2,6-dimethyl-1 azacyclohexene)

Abstract

Flow pyrolysis of perfluoro-(6-azido- 2,6 dimethyl-1-azacyclohexene) at ca. 380 °C and 1 mmHg yields Perfluoro-(1,4-dimethyl-2,3-diazacyclohepta-1,3-diene)(mainly) plus its isomers perfluoro-(1,5-dimethyl-6,7-diazabicyclo[3.2.0]hept-6-ene) and perfluoro-(2,4-dimethyl- 1,3-diazacyclohepta- 1,3-diene); the molecular geometry of the first of these products has been determined by gas-phase electron diffraction methods.