Synthesis and Properties of Chiral Methylpropargyl Esters Carrying Pyrene Moieties

摘要

Pyrene-functionalized chiral methylpropargyl esters, ?-3-butyn-2-yl-1-pyrenebutyrate [?-1] and (S)-3-butyn-2-yl-1-pyrenebutyrate [(S)-1] were polymerized with (nbd)Rh + [η 6 -C6H5B ? (C6H5)3] to obtain the corresponding olymers with moderate molecular weights (Mn: 34 600–66 500) in good yields (88 ?97%). All the polymers were oluble in CHCl3, CH2Cl2, and THF. The polarimetric and CD spectroscopic data indicated that poly[?-1] and poly[(S)-1] existed in a helical structure with predominantly one-handed screw sense in these solvents. The elical structure of poly[?-1] and poly[(S)-1] was stable upon heating and addition of MeOH. The copolymerization of ?-1 with (S)-1 was also conducted to obtain the copolymers satisfactorily. Poly[?-1] and poly[(S)-1] emitted luorescence smaller than the corresponding racemic copolymers.