The Suzuki–Miyaura coupling reaction of BrC6H4-SiRR’-C6H4Br 1 with phenylboronic acid 3 in the presence of tBu3PPd precatalyst 4 and CsF/18-crown-6 produced a phenyl-disubstituted product, indicating that the Pd catalyst underwent catalyst transfer on the silylene group. The polycondensation of 1 and phenylenediboronic acid 2 yielded cyclic polymers even when excess 1 was used. The obtained cyclic polymers containing the silylene group showed stronger fluorescence in solution than did the methylene counterpart.
- Natsumi Harada
- Rina Yachida
- Tsutomu Yokozawa