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Palladium(0)-Catalyzed Synthesis of Cross-Conjugated Polymers: Transformation into Linear-Conjugated Polymers through the Diels–Alder Reaction



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Making the shift: The title reaction of a propargylic bis(carbonate) with diboron compounds leads to new cross-conjugated polymers 1 having 2,3-butadienylene moieties. 1 is then converted into the linear-conjugated polymers 2 through a Diels–Alder reaction. The fluorescent spectra of the cis-linked polymers 2 show large Stokes shifts compared to those of the cross-conjugated polymer precursors 1.