Solvatochromism of conjugated 4-N,N-dimethylaminophenyl-pyridinium donor-acceptor pairsElectronic supplementary information (ESI) available: UV-vis data for dyes 2 and 11a-e, 1H NNMR and 13C NMR spectra for new compounds. See DOI: 10.1039/c7nj04992g

• Main Authors: Vidal, Matías, Rezende, Marcos Caroli, Pastene, Camila, Aliaga, Carolina, Domínguez, Moisés
• Format: Article
• Language: English
• ISSN: 1144-0546; 1369-9261
• DOI: 10.1039/c7nj04992g

A series of solvatochromic dyes consisting of an N , N -dimethylaminophenyl donor group conjugated with a 1-butylpyridinium acceptor ring through a 1,4-phenylene spacer were synthesized by a three-step procedure. The procedure involved the synthesis of 4-bromophenylpyrylium salts, their conversion to N -butylpyridinium derivatives, and palladium-catalysed Suzuki-Miyaura coupling reactions. Their UV-vis spectroscopic behaviours, which were investigated in 13 solvents, were compared with the solvatochromism of an amino analogue of Reichardt's E T (30) betaine. All the synthesized dyes showed inverted solvatochromism, which was rationalized by theoretical calculations. A series of solvatochromic dyes consisting of an N , N -dimethylaminophenyl donor group conjugated with a 1-butylpyridinium acceptor ring through a 1,4-phenylene spacer were synthesized by a three-step procedure.