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Polarographic reduction and tautomeric structure of 2‐amino‐5‐arylazothiazoles
Author(s) -
Elanadouli Bahgat E.,
Abdelhamid Abdou O.,
Shawali Ahmad S.
Publication year - 1984
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.5570210433
Subject(s) - polarography , tautomer , chemistry , dropping mercury electrode , computational chemistry , mercury (programming language) , electrode , inorganic chemistry , stereochemistry , electrochemistry , computer science , programming language
The polarographic behaviour of a series of 2‐amino‐4‐phenyl‐5‐arylazothiazoles has been investigated at a dropping mercury electrode. Each of the compounds studied exhibits one wave which was shown to correspond to the reductive cleavage of the azo linkage by a 4e irreversible step. On the basis of the polarographic data, it was concluded that the compounds exist only in one tautomeric form, namely the aminoazo structure 1 . The results of E 1/2 — σ X correlations and HMO calculations of bonding energies of the various possible tautomeric forms 1–3 indicate that the aminoazo form 1 is the most stable structure of the compounds examined.