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Interactions between tetracyanoethylene and rauwolfia alkaloids
Author(s) -
Cuervo L.,
Muñtoz M. A.,
Guardado P.,
Carmona C.,
Hidalgo J.,
Balon M.
Publication year - 1991
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610040106
Subject(s) - tetracyanoethylene , chemistry , protonation , nitrogen atom , indole test , reserpine , medicinal chemistry , stereochemistry , computational chemistry , organic chemistry , group (periodic table) , medicine , ion , endocrinology
Interactions of the Rauwolfia alkaloids yohimbine, corynanthine, ajmalicine and reserpine with tetracyanoethylene were investigated by UV—visible spectroscopy. The results suggest the instantaneous formation of blue complexes whose thermodynamic and spectroscopic properties closely resemble those of 1 : 1 charge‐transfer complexes of tetracyanoethylene with indole derivatives. The complexes are stable when the piperidinic nitrogen atom of the alkaloids is protonated or methylated. In contrast, those of the free bases rapidly decompose to give the corresponding 3,4‐dehydro derivatives. The kinetics of these reactions have been studied and a mechanism is proposed.