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Effect of bond‐length alternation on the dipole hyperpolarizability of phenol blue
Author(s) -
Serrano Agostinho,
Canuto Sylvio
Publication year - 2002
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.10120
Subject(s) - hyperpolarizability , phenol , dipole , chemistry , merocyanine , solvatochromism , alternation (linguistics) , photochemistry , bond length , computational chemistry , chemical physics , crystallography , organic chemistry , molecule , polarizability , linguistics , philosophy
Phenol blue is a merocyanine dye that may exist in resonance between two extreme forms, a neutral keto form and a zwitterionic, charge‐separated eno form. The keto form is stable in the gas phase, while the eno form can be stabilized by solvents. In this work, the bond‐length alternation is used to monitor the change of the dipole hyperpolarizability of phenol blue continuously from the extreme eno to the other extreme keto forms. Intermediate structures were found to give the largest value for the first dipole hyperpolarizability. These values are compatible with the experimental results in different solvents and suggest that phenol blue undergoes structural changes in polar solvents. © 2002 Wiley Periodicals, Inc.; DOI 10.1002/qua.10120