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Solvatochromism of dyes. Part IV—Energetic characteristics of merocyanine derivatives of 1‐phenyl‐2‐[2‐(3‐X‐4‐hydroxy‐5‐R‐phenyl)ethenyl]‐3,3‐dimethyl‐3 H ‐indolium cation
Author(s) -
Wróblewska Elwira K.,
Soroka Jacek A.,
Soroka Krystyna B.,
Ga̧siorowska Monika
Publication year - 2005
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.852
Subject(s) - solvatochromism , chemistry , betaine , deprotonation , amide , merocyanine , photochemistry , medicinal chemistry , organic chemistry , ion , solvent , molecule
The fundamental energetic parameters (intercepts and slopes of straight lines approximating energetic levels) of solvatochromic betaines generated by deprotonation of 2‐(4‐hydroxystyryl)‐3 H ‐indolium salts were determined from solvatochromic data in one‐component solvents. It was demonstrated that the solvatochromism of the investigated dyes can be described by the VBHB (vinylogous amide–betaine–hydrogen‐bonded betaine) physical model. In comparison with similar dyes, the ability to form hydrogen‐bonded solvates is weaker owing to the higher acidity of the dye precursor used. The type of observed solvatochromism was determined. Copyright © 2004 John Wiley & Sons, Ltd.