55669-61-9Relevant articles and documents
Controlled oxidations of benzopyrene
Lee-Ruff, E.,Kazarians-Moghaddam, H.,Katz, M.
, p. 1297 - 1303 (2007/10/02)
The four diones derived from benzopyrene oxidation have been characterized by high-field nuclear magnetic resonance techniques including 2-D COSY and selective nuclear Overhauser enhancement.All proton chemical shifts for these four quinones have been unequivocally assigned.The direct photoxidation of benzopyrene gives a product distribution very similar to the TPP photosensitized oxygenation, suggesting singlet oxygen is involved in the former.A major product, which was characterized as the 6-seco derivative 6 and not previously reported, was detected in the singlet oxygen reaction.The presence of this product suggests a possible mechanism for quinone formation in the singlet oxygen reaction.One-electron oxidations of benzopyrene were carried out using tris(p-bromophenyl)aminium hexachloroantimonate and quenching of the radical cation with superoxide or water.The product distribution in this case was quite different from that obtained in the direct photooxidation.