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Photochromic spironaphthoxazines: A theoretical study
Author(s) -
Malatesta V.,
Ranghino G.,
Romano U.,
Allegrini P.
Publication year - 1992
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560420424
Subject(s) - merocyanine , photochromism , tautomer , chemistry , quantum chemical , computational chemistry , thermal , quantum , cis–trans isomerism , photochemistry , stereochemistry , physics , molecule , thermodynamics , organic chemistry , quantum mechanics
Photochromic spironaphthoxazines and their open merocyanine forms were studied via semiempirical Hartree–Fock SCF quantum chemical calculations. The most stable of the merocyanine isomers were found to have a cis – trans –cis conformation and the zwitterionic form is, generally, more stable than is the quinoidal tautomer. The calculated activation energy for the thermal bleaching reaction is in good agreement with the experimental one.