The inverted solvatochromism of protonated ferrocenylethenyl-pyrimidines: the first example of the solvatochromic reversal of a hybrid organic/inorganic dye

文献情報

出版日 2019-09-30

DOI 10.1039/C9QO01043B

インパクトファクター 5.281

著者

Matías Vidal, Marcos Caroli Rezende, Moisés Domínguez

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要旨

Five new solvatochromic 2,6-diaryl-4-ferrocenylethenylpyrimidines were synthesized and their spectral variations in solution investigated in twenty-seven solvents of variable polarity. Their observed positive solvatochromism in HBD- and non-HBD-solvents changed to an inverted behavior upon protonation of the pyrimidine ring by the addition of trifluoroacetic acid. Multiparametric analysis of the solvatochromic band of the protonated dyes showed that the solvent acidity and polarizability were mainly responsible for their inverted behavior, which arose from an internal charge-transfer from the ferrocene fragment to the pyrimidinium acceptor, confirmed by theoretical calculations.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

The inverted solvatochromism of protonated ferrocenylethenyl-pyrimidines: the first example of the solvatochromic reversal of a hybrid organic/inorganic dye

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