Aroylnitrenes with singlet ground states: photochemistry of acetyl-substituted aroyl and aryloxycarbonyl azides

ME Sigman, T Autrey, GB Schuster

Index: Sigman, Michael E.; Autrey, Tom; Schuster, Gary B. Journal of the American Chemical Society, 1988 , vol. 110, # 13 p. 4297 - 4305

Full Text: HTML

Citation Number: 53

Abstract

Abstract: The photochemistry of 4-acetylbenzoyl azide (ABA), 4-acetyl-4'-biphenoyI azide (ADA), and 4-acetylphenoxycarbonyl azide (APA) shows unusual wavelength and structural effects. Irradiation of ABA or ADA into their air* bands with deep-UV light leads to formation of 4-acetylbenzoylnitrene (ABN) and 4-acetyl-4'-biphenoylnitrene (ADN), respectively, in competition with photo-Curtius rearrangement to form isocyanates. Irradiation of these ...

Related Articles:

Palladium-Catalyzed Double Carbonylation Using Near Stoichiometric Carbon Monoxide: Expedient Access to Substituted 13C2-Labeled Phenethylamines

[Nielsen, Dennis U.; Taaning, Rolf H.; Lindhardt, Anders T.; Gogsig, Thomas M.; Skrydstrup, Troels Organic Letters, 2011 , vol. 13, # 16 p. 4454 - 4457]

Enzymatic nitrile hydrolysis catalyzed by nitrilase ZmNIT2 from maize. An unprecedented β-hydroxy functionality enhanced amide formation

[Mukherjee, Chandrani; Zhu, Dunming; Biehl, Edward R.; Parmar, Rajiv R.; Hua, Ling Tetrahedron, 2006 , vol. 62, # 26 p. 6150 - 6154]

More Articles...