6533b7cffe1ef96bd1259711

RESEARCH PRODUCT

Alkoxy-Substituted Hexastyrylbenzenes

Herbert MeierHans Christof Holst

subject

chemistry.chemical_compoundchemistryStereochemistryAlkoxy groupGeneral ChemistryChromophoreAbsorption (chemistry)SolubilityBenzeneRing (chemistry)Medicinal chemistry

description

Star-shaped compounds 2a–e with a central benzene ring and six p-substituted, (E)-configured styryl groups have been prepared by a sequence of three-fold Heck and three-fold Wittig–Horner reactions. Alkoxy chains (OC3H7, OC6H13, OC10H21, OC12H25) on all six arms guarantee a good solubility of 2a–d, whereas the alternating hexyloxy and cyano substitution in 2e leads to an almost insoluble push-pull system. Irradiation into the long-wavelength absorption of 2a–d (with λmax values of 341–342 nm) results in a statistical photocross-linking, which is characterized by the complete degradation of all stilbene chromophores.

https://doi.org/10.1002/adsc.200303030