Journal of the American Chemical Society

Photochemistry of 2-(1-Naphthyl)-2 H-azirines in Matrixes and in Solutions: Wavelength-Dependent CC and CN Bond Cleavage of the Azirine Ring

H Inui, S Murata

Index: Inui, Hiroshi; Murata, Shigeru Journal of the American Chemical Society, 2005 , vol. 127, # 8 p. 2628 - 2636

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Citation Number: 47

Abstract

The photochemistry of 3-methyl-2-(1-naphthyl)-2 H-azirine (1a) was investigated by the direct observation of reactive intermediates in matrixes at 10 K and by the characterization of reaction products in solutions. As already reported, the photolysis of the azirine 1a with the short-wavelength light (> 300 nm) caused the CC bond cleavage of the 2 H-azirine ring to produce the nitrile ylide 2. However, the products derived from the CN bond cleavage ...