80945-04-6Relevant academic research and scientific papers
INSERTION OF BENZOYLNITRENE TOWARD HYDROCARBON C-H BONDS
Inagaki, Masao,Shingaki, Tadao,Nagai, Toshikazu
, p. 1419 - 1422 (1981)
Benzoylnitrene, generated photochemically from benzoyl azide, was inserted stereospecifically into the tertiary C-H bonds of cis- and trans-1,4-dimethylcyclohexanes.The insertion regioselectivities toward the C-H bonds were determided by use of 2-methylbutane and 2,3-dimethylbutane.The insertion proceeds involving the singlet nitrene, but not the triplet, and the photoCurtius rearrangement takes place independently of the nitrene reaction.
SENSITIZED PHOTOLYSIS OF BENZOYL AZIDE. A NITRENE SINGLET-TRIPLET EQUILIBRIUM
Inagaki, Masao,Shingaki, Tadao,Nagai, Toshikazu
, p. 9 - 12 (2007/10/02)
The acetophenone-sensitized photolyses of benzoyl azide in cis- and trans-1,4-dimethylcyclohexanes gave the N-substituted benzamides stereospecifically.The photolyses in 2,3-dimethylbutane showed the same insertion regioselectivity ratio toward the C-H bonds as that of singlet benzoylnitrene in the direct photolysis.These facts indicate the existence of the singlet nitrene despite the triplet photosensitization and provide a chemical evidence for the establishment of a singlet-triplet equilibrium for benzoylnitrene.
