Enantioseparation of Doubly Functionalized Polar Norbornenes by HPLC and Their Ruthenium-Catalyzed Ring-Opening Metathesis Polymerization

被引:14
|
作者
Nishihara, Yasushi [1 ]
Doi, Yukiko [1 ]
Izawa, Seisuke [1 ]
Li, Horng-Yi [2 ]
Inoue, Yoshiaki [1 ]
Kojima, Masaaki [1 ]
Chen, Jwu-Ting [2 ]
Takagi, Kentaro [1 ]
机构
[1] Okayama Univ, Div Chem & Biochem, Grad Sch Nat Sci & Technol, Kita Ku, Okayama 7008530, Japan
[2] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan
关键词
chiral; cycloolefins; enantioseparation; high performance liquid chromatography (HPLC); norbornenes; optically active polymers; resolution; ROMP; ruthenium catalyst; LIQUID-CRYSTAL POLYMERS; CARBON-13 MAGNETIC RESONANCE; OLEFIN METATHESIS; THERMOTROPIC BEHAVIOR; MOLECULAR-WEIGHT; HYDROGENATED DERIVATIVES; ESTER FUNCTIONALITIES; ORGANIC-SYNTHESIS; BLOCK-COPOLYMERS; ROMP REACTIVITY;
D O I
10.1002/pola.23781
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A study was conducted to demonstrate enantioseparation of exo-2,3-disubstituted norbornene 1 and the subsequent Ru-catalyzed living ROMP of the obtained optically active norbornene derivatives. The resulting polymers were characterized with various spectra, such as 1H and 13C{H} NMR, UV-vis, and circular dichroism (CD). The influence of the microstructure of the main chain of the prepared polynorbornenes on the optical behavior was discussed, based on polynorbornene backbones. It was observed that the microstructure of polynorbornenes prepared by ROMP depended the relationship between adjacent chain units. The exo-2,3-disubstituted polynorbornene main chain consisted of up to eight different relationships between two units.
引用
收藏
页码:485 / 491
页数:7
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