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PHOTOOXYGENATION OF MESO‐TETRAPHENYLPORPHYRIN METAL COMPLEXES
Author(s) -
Smith KevinM.,
Brown Stanley B.,
Troxler Robert F.,
Lai JanJi
Publication year - 1982
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1982.tb04356.x
Subject(s) - photooxygenation , chemistry , photochemistry , singlet oxygen , porphyrin , zinc , tetraphenylporphyrin , yield (engineering) , molecule , metal , thallium , derivative (finance) , cadmium , oxygen , inorganic chemistry , organic chemistry , materials science , economics , financial economics , metallurgy
Cadmium(II), zinc(II), magnesium(II), and bis‐[thallium(I)] complexes of meso ‐tetraphenyl‐porphyrin undergo unsensitized photooxygenation to yield a bilitriene derivative as the final product. The reaction has previously been shown to involve singlet oxygen (Matsuura et al. , 1980); on the basis of mass spectrometry of products from 16 O 2 and 18 O 2 experiments, and characterization of the initial photoproduct, the reaction is shown to proceed by a mechanism in which one oxygen molecule adds to the metalloporphyrin to give a metallobilitriene. In the subsequent work‐up, demetalation and addition of two hydrogen atoms gives the final product.