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A mechanistic study of the synthesis of meso ‐tetraphenylporphin
Author(s) -
Adler Alan D.,
Sklar Larry,
Longo Frederick R.,
Finarelli John D.,
Finarelli Margaret G.
Publication year - 1968
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570050513
Subject(s) - chemistry , yield (engineering) , benzaldehyde , solvent , pyrrole , condensation , condensation reaction , atmospheric oxygen , reaction mechanism , computational chemistry , organic chemistry , oxygen , catalysis , meteorology , thermodynamics , physics
In continuation of an earlier preliminary study, some further physical and synthetic studies on the homogenous phase condensation of pyrrole and benzaldehyde to ms ‐tetraphenylporphin in acidic media were undertaken. The role of atmospheric oxygen in the reaction was studied in some detail. The effects of acidity, solvent, concentration, and other constraints on both the rate and yield of the reaction were also investigated. Details of the mechanism, including possible intermediate structures, have been clarified and a reaction scheme accounting for the data is presented.