Here we report the synthesis and characterization of several tripod-shaped oligo(p-phenylene)s molecules with legs composed of five and three phenylene units, compounds 1 and 2,r espectively.I nt heses tructures, each leg is end-capped with an azide group andt he terminal functional arm contains an acetylene or bromine group. The presented synthesis has as the key step aP d-catalyzedS uzukic rosscoupling reaction. In particular,t he iodine derivative from the silicon core molecule reacts with the appropriate oligo(p-phenylene) boron derivative, thus generating the final tripod-shaped structure. The azide end-capped leg is specifically designed for its covalentincorporation on alkynyl terminated silicon surfaces in an easy and reproducible way. As ap reliminarys tudy,w ep resent the nanostructuration of tripod 2a on alkynyl-functionalized silicon waferst hrough copper-catalyzed alkyne-azide cycloaddition (CuAAC) click reaction.
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