Generation and Characterization of a 4π-Electron Three-Membered Ring 1H-Diazirine: An Elusive Intermediate in Nitrile Imine-Carbodiimide Isomerization
JOURNAL OF ORGANIC CHEMISTRY, cilt.79, sa.8, ss.3641-3646, 2014 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 79 Sayı: 8
- Basım Tarihi: 2014
- Doi Numarası: 10.1021/jo402744f
- Dergi Adı: JOURNAL OF ORGANIC CHEMISTRY
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.3641-3646
- İstanbul Kültür Üniversitesi Adresli: Hayır
Özet
The photolysis at 222 nm of 5-methyltetrazole isolated in a cryogenic argon matrix leads to formation of methyl nitrile innine as primary product. Subsequent irradiation at 328 nm induces transformation of the nitrile imine into 4 pi-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.