Abstract

The reaction of diphenyl-3-pyridylmethyl and 1-(3-pyridyl)dibenzosuberyl methacrylates with CH 3I in CHCl 3 at 35°C for 24 h lead to quantitative quaternization of pyridyl group while the reaction using diphenyl-2-pyridylmethyl and 1-(2-pyridyl)dibenzosuberyl methacrylates gave only low degree of quaternization. Single-handed helical poly(diphenyl-3-pyridylmethyl) and poly[1-(3-pyridyl)dibenzosuberyl methacrylate] were also quantitatively quaternized with CH 3I under the above reaction conditions: the former polymer appeared to lose its helical conformation and the chiroptical properties through the reaction while the conformation of the latter polymer seems to survive the quaternization process. The latter polymer quantitatively reacted with decyl and octadecyl iodides in a CHCl 3–DMSO mixture at 55°C to give hairy rod molecules.

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