Hybrid Carbosilane–Phenylene Dendrimers: How Does the Long Flexible Spacer Affect the Molecular Packing?

Abstract

The synthesis of hybrid dendrimers composed of 1st, 2nd, and 3rd generation branched carbosilane macromolecules as the core, linked to a polyphenylene shell through a long hydrocarbon (C11) spacer, is described. This approach, employing a sequence of hydrosilylation and click reactions, starts with the preparation of 1-(11-azidoundecyl)-1,1,3,3-tetramethyldisiloxane followed by its reaction with allyl-functionalized carbosilane dendrimers, culminating in a CuAAC reaction with monoethynylhexaphenylbenzene. Structural analysis using SAXS and WAXS revealed the significant influence of the long alkyl spacers on crystal lattice formation, driven by the ordered motifs arising from the hexaphenylbenzene terminal units.