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

• Jiří Kulhánek,
• Filip Bureš and
• Miroslav Ludwig

Beilstein J. Org. Chem. 2009, 5, No. 11, doi:10.3762/bjoc.5.11

• π-conjugated linkers are described. Either unsubstituted or 4-donor substituted π-linkers bearing a styryl, biphenyl, phenylethenylphenyl, and phenylethynylphenyl π-conjugated backbone are functionalized with boronic pinacol esters as well as with terminal acetylene moieties allowing their further

• moieties is usually accomplished by cross-coupling reactions, in particular by the Suzuki–Miyaura [26][27] or the Sonogashira [28] reactions. Consequently, the availability of the suitably substituted π-conjugated linkers of various lengths bearing boronic ester functionality or terminal acetylene is

• crucial for such a synthetic approach. Hence, we report here a convenient synthesis as well as characterization of either unsubstituted (R = H) or donor substituted (R = NMe2, OMe) π-conjugated linkers designed for the Suzuki–Miyaura and Sonogashira cross-couplings with a systematically varied and