Synthesis and characterization of a helical step-ladder polyarylene
作者： Benjamin S. Nehls , Frank Galbrecht , David J. Brauer , Christian W. Lehmann , Ullrich Scherf
DOI: 10.1002/POLA.21552
关键词: Polymer 、 Suzuki reaction 、 Arylene 、 Chemistry 、 Polymer chemistry 、 Intramolecular reaction 、 Cotton effect 、 Circular dichroism 、 Ketone 、 Intramolecular force
摘要: A helical step-ladder polyarylene incorporating chiral (R)-2,2'-dioctoxy-1,1'-binaphthyl units was synthesized for the first time. The step involved preparation of a precursor poly(arylene ketone) via palladium-mediated Suzuki-type cross-coupling reaction with aid microwave heating. Two polymer-analog steps, reduction keto groups to tertiary alcohol functionalities and subsequent intramolecular Friedel-Crafts cyclization, gave polymer (6) in good yields reasonable mean average molecular weights greater than 13,000. regioselective cyclization pattern α position naphthalene core confirmed by comparison NMR data those corresponding model ladder oligomers, 12 13, also single-crystal structure 13. optical spectra oligomers polymers indicated that there little electronic interaction across binaphthyl units. circular dichroism spectrum 6 exhibited strong bisignate Cotton effect π-π* absorption region planar chromophores, which reflected exciton coupling within chain.
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