The photochemistry of 4-azidopyridine-1-oxide.
Laser flash photolysis of 4-azidopyridine-1-oxide at 266 or 308 nm yields triplet 4-nitrenopyridine-1-oxide as the dominant reactive intermediate species, with k(ISC) of approximately 2 x 10(7) s(-1). No evidence of products arising from the singlet nitrene was observed, indicating a slow rate of cyclization to the benzazirine and didehydroazepine species. The slow rate of cyclization is postulated to be due to the aminoxyl-like electronic configuration of this species, which withdraws spin density from sites for potential cyclization.
Hostetler
Katherine J
KJ
Department of Chemistry, Ball State University, Muncie, Indiana 47306, USA.
Crabtree
Kyle N
KN
Poole
James S
JS
D002851:Chromatography, High Pressure Liquid; D003500:Cyclization; D007700:Kinetics; D010087:Oxides / Q000737:chemistry*; D010777:Photochemistry; D011725:Pyridines / Q000737:chemistry*; D013055:Spectrophotometry, Infrared
C516981:4-azidopyridine-1-oxide; D010087:Oxides; D011725:Pyridines