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- Title
Direct Observation of an Imidoylnitrene: Photochemical Formation of PhC(=NMe)−N and Me−N from 1‐Methyl‐5‐phenyltetrazole.
- Authors
Abe, Manabu; Bégué, Didier; Santos‐Silva, Hugo; Dargelos, Alain; Wentrup, Curt
- Abstract
Abstract: The imidoylnitrene <bold>8</bold>, <italic>N</italic>‐methyl‐<italic>C</italic>‐phenylimidoylnitrene, has been generated by laser photolysis of 1‐methyl‐5‐phenyltetrazole <bold>6</bold> at 5 K and characterized by its ESR spectrum (|<italic>D</italic>/<italic>hc</italic>|=0.9602, |<italic>E</italic>/<italic>hc</italic>|=0.0144 cm−1). In addition, the triplet excited states of <bold>6</bold> and of 2‐methyl‐5‐phenyltetrazole <bold>11</bold> were also observed by ESR spectroscopy in the 5 K matrices (<bold>6</bold>: |<italic>D</italic>/<italic>hc</italic>|=0.123 cm−1, <italic>E</italic>/<italic>hc</italic>=0.0065 cm−1, <bold>11</bold>: |<italic>D</italic>/<italic>hc</italic>|=0.126 cm−1, |<italic>E</italic>/<italic>hc</italic>|=0.0056 cm−1). The imidoylnitrene <bold>8</bold> is unstable both thermally (disappearing at 80 K) and photochemically (disappearing on continued irradiation at 266 nm). Methyl(phenyl)carbodiimide is the end product of photolysis.
- Subjects
ELECTRON paramagnetic resonance spectroscopy; TRIPLETS; ELECTRON spin resonance dating; IRRADIATION; TETRAZOLES; LASERS
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 12, p3266
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201712689