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Bromination and iodination of title double decker (DD) phenylsilsesquioxane macromonomers occurs at ortho and para positions, respectively, as in PhT8,10,12 cages. Heck cross-coupling with 4-Me/CNstyrene gives the corresponding 4-Me/CNstilbene-substituted cages. All compounds were characterized by FTIR, MALDI-TOF, TGA, NMR and GPC. These compounds show UV–vis absorptions very similar to individual stilbene analogues.
Macromonomers [RPhSiO1.5]8,10,12 and [RCH═CHSiO1.5]8,10,12, where R is a conjugated group, have previously been shown to offer photophysical properties wherein excitation promotes an electron from the HOMO to an excited-state LUMO that sits in the center of the cage and allows communication between all conjugated groups, suggesting 3-D delocalization.
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