Synthesis and chiroptical properties of a helical poly(phenylacetylene) bearing optically active pyrene pendants.
A novel poly(phenylacetylene) derivative bearing optically active pyrene moieties as the pendant groups (poly-(R)-1) was prepared by the polymerization of the corresponding monomer (R)-1 in the presence of a rhodium catalyst, and its chiroptical property was investigated. Poly-(R)-1 exhibited an induced circular dichroism (ICD) in the polymer backbone region due to the predominantly one-handed helical conformation. The ICD pattern dramatically changed and was accompanied by inversion of the Cotton effect sign in response to a change in the temperature and solvent, indicating that poly-(R)-1 underwent a helix-helix transition in response to the external stimuli.
Lin
Hongzhen
H
Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan.
Morino
Kazuhide
K
Yashima
Eiji
E
D000114:Acetylene / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D002942:Circular Dichroism; D008968:Molecular Conformation; D053279:Polyynes / Q000138:chemical synthesis / Q000737:chemistry*; D011721:Pyrenes / Q000138:chemical synthesis / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D013237:Stereoisomerism
D011721:Pyrenes; C044736:phenylacetylene; D053279:Polyynes; D000114:Acetylene