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Quadrupolar donor–acceptor substituted oligo(phenylenevinylene)s—synthesis and solvatochromism of the fluorescence
Author(s) -
Detert Heiner,
Schmitt Volker
Publication year - 2004
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.832
Subject(s) - solvatochromism , bathochromic shift , chemistry , chromophore , photochemistry , fluorescence , acceptor , wittig reaction , absorption spectroscopy , solvent polarity , benzene , solvent , stereochemistry , organic chemistry , physics , quantum mechanics , condensed matter physics
The electronic spectra of oligo(phenylenevinylene)s with five benzene rings and an acceptor–donor–acceptor substitution pattern were investigated. Although the absorption spectra are mostly unaffected by an increasing solvent polarity, both bathochromic shifts and reduced efficiencies of the fluorescence arise with the quadrupolar electronic structure. The chromophores with the lowest oxidation or reduction potentials are the most sensitive towards the environment. The synthesis of the centrosymmetrical oligomers was performed in a sequence of two two‐fold Wittig–Horner olefinations. Copyright © 2004 John Wiley & Sons, Ltd.