6533b7dcfe1ef96bd1273359

RESEARCH PRODUCT

Erweiterte Konjugation in unsymmetrischen Stilbenylsquarainen

Herbert MeierRalf PetermannUta Dullweber

subject

chemistry.chemical_compoundAbsorption spectroscopychemistryIntramolecular forceBathochromic shiftAlkoxy groupSquaric acidSolubilityPhotochemistryMedicinal chemistryCoupling reaction

description

Extended Conjugation in Stilbenylsquaraines Unsymmetrical 1-aryl-3-stilbenylsquaraines 2a–e and 1,3-bis(stilbenyl)squaraines 3a–c were prepared by CC coupling reactions of the corresponding substituted arenes with derivatives of squaric acid (Schemes 2 and 3). Dialkylamino and alkoxy groups enhance the solubility of these dyes and enlarge the intramolecular charge transfer of these donor–acceptor–donor systems. The extended conjugation of the stilbene units – in comparison with arene building blocks – leads to significant bathochromic shifts in the Vis/NIR absorption spectra.

https://doi.org/10.1002/prac.19983400807