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Free Acid Porphyrin and Its Conjugated Monoanion
Author(s) -
Braun Jürgen,
Hasenfratz Christian,
Schwesinger Reinhard,
Limbach HansHeinrich
Publication year - 1994
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199422151
Subject(s) - phosphazene , porphyrin , conjugated system , acetonitrile , chemistry , proton , photochemistry , nitrogen , proton nmr , nuclear magnetic resonance spectroscopy , stereochemistry , organic chemistry , polymer , physics , quantum mechanics
An absolute p K a value of about 36 in acetonitrile is obtained for porphyrin from its reaction with phosphazene bases. The monoanion 1 is stable in aprotic solvents and was characterized by NMR and UV/ Vis spectroscopy. The remaining central proton in the monoanion migrates between the four nitrogen atoms much faster than the two protons in the parent compound.