title: Generation and characterization of a 4π-electron three-membered ring 1H-diazirine: An elusive intermediate in nitrile imine-carbodiimide isomerization.
abstract: The photolysis at 222 nm of 5-methyltetrazole isolated in a cryogenic argon matrix leads to formation of methyl nitrile imine as primary product. Subsequent irradiation at 328 nm induces transformation of the nitrile imine into 4π-electron three-membered-ring 3-methyl-1H-diazirine, which photorearranges to give methyl carbodiimide. These products were characterized by IR spectroscopy and theoretical calculations. For the first time, a 1H-diazirine was captured as intermediate in the photoisomerization of nitrile imines into carbodiimides.
authors.affiliation: Department of Chemistry, University of Coimbra , 3004-535 Coimbra, Portugal.
authors.forename: Cláudio M
authors.initials: CM
authors.lastname: Nunes
authors.forename: Cuauhtémoc
authors.initials: C
authors.lastname: Araujo-Andrade
authors.forename: Rui
authors.initials: R
authors.lastname: Fausto
authors.forename: Igor
authors.initials: I
authors.lastname: Reva