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RESEARCH PRODUCT

ChemInform Abstract: Diaryldistyrylpyrazines: Solvatochromic and Acidochromic Fluorophores.

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Diaryldimethylpyrazines are the starting materials for the synthesis of C2-symmetric donor- or acceptor-substituted distyrylpyrazines. The optical properties of these cruciform-shaped dyes are dominated by the distyrylpyrazine units; the photophysics is controlled by the styryl substitution, the diaryl substituents on the central pyrazine only having a small effect. Protonation occurs on the pyrazine and/or lateral amines or azines, thereby altering the absorption and emission properties. Hypso- and bathochromism as well as fluorescence quenching depend on the nature of the terminal substituent. This, and a significant positive solvatochromism of the fluorescence, allow optical sensing of the pH and polarity of the environment.