Convenient methods for preparing pi-conjugated linkers as building blocks for modular chemistry

Beilstein J Org Chem. 2009 Apr 14:5:11. doi: 10.3762/bjoc.5.11.

Abstract

Simple, straightforward and optimized procedures for preparing extended pi-conjugated linkers are described. Either unsubstituted or 4-donor substituted pi-linkers bearing a styryl, biphenyl, phenylethenylphenyl, and phenylethynylphenyl pi-conjugated backbone are functionalized with boronic pinacol esters as well as with terminal acetylene moieties allowing their further use as building blocks in Suzuki-Miyaura or Sonogashira coupling reactions.

Keywords: Sonogashira reaction; Suzuki–Miyaura reaction; boronic acid; donor/acceptor; linker; property tuning; push-pull.