Synthesis of soluble polyarylenes containing alternating 4,4?-(1,1?-binaphthyl) and 4,4?-(3,3?-diphenyl)biphenyl structural units

Nickel-Catalyzed Cross-Couplings Involving Carbon−Oxygen Bonds

“…129 The alternating sequence was achieved through the homopolymerization 4,4′-bis[5-trifluoromethanesulfonyloxy)-2-biphenylyl]-1,3′-binaphthyl, a bistriflate monomer containing an interior binaphthyl group and periphery biphenyl groups. Both of the aforementioned methods for the in situ generation of Ni 0 catalyst were employed and provide similar conversions ~35% and degrees of polymerization DP = 8-9.…”

“…Later, Percec et al reported the synthesis of other soluble PPPs containing alternating 4,4′-(1,1′-binaphthyl) and 4,4′-(3,3′-diphenyl)biphenyl moieties along the main chain (Scheme ) . The alternating sequence was achieved through the homopolymerization of 4,4′-bis[5-trifluoromethanesulfonyloxy)-2-biphenylyl]-1,3′-binaphthyl, a bistriflate monomer containing an interior binaphthyl group and periphery biphenyl groups.…”

“…The application of method B to the polycondensation of 2,5-bis[[(trifluoromethyl)sulfonyl]oxy]biphenyl and 2-tert-butyl-1,4-bis[[(trifluoromethyl)sulfonyl]oxy]benzene produced polymer of lower molecular weight, thereby suggesting that the steric effects of the ortho-substituent on the reactivity of the leaving group can be dramatic. In all cases, the distribution of regioisomers and high degree of conformational 129 The alternating sequence was achieved through the homopolymerization of 4,4 0 -bis[5-trifluoromethanesulfonyloxy)-2-biphenylyl]-1,3 0 -binaphthyl, a bistriflate monomer containing an interior binaphthyl group and periphery biphenyl groups. Both of the aforementioned methods for the in situ generation of Ni 0 catalyst were used and provided similar conversions, ∼35%, and degrees of polymerization, DP = 8-9.…”