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Photochemical Studies. XV. Photochemistry of 1,2‐Dihydrophthalic Anhydride and Related Compounds
Author(s) -
Fuchs Benzion,
Scharf Gad
Publication year - 1977
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.197700055
Subject(s) - chemistry , tropone , photochemistry , singlet state , photodissociation , bicyclic molecule , benzene , excited state , medicinal chemistry , organic chemistry , physics , nuclear physics
Irradiation induced fragmentation of 1,2‐dihydrophthalic anhydride ( 2 ) as well as of its precursor, 7‐oxonorbornen‐2,3‐dicarboxylic anhydride ( 1 ) yields benzene as the major product, accompanied by bicyclo[2.2.0]hex‐5‐ene‐2,3‐dicarboxylic anhydride ( 3 ) and tropone ( 5 ), in wave‐length dependent chemical‐ and quantum‐yields. It is shown that ( 2 ) is the key compound in the sequence, reacting from a singlet excited state and a biradical intermediate.
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