Ring-opening metathesis polymerization of 2-(S)-(-)-endo-D-pantolacton-O-yl norbornene-2-carboxylate using a classical ROMP catalyst.: Synthesis and characterization of optically active poly(norbornene-2-carboxylic acid)

被引:0
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作者
Montembault, V [1 ]
Desbrosses, J [1 ]
Campistron, I [1 ]
Reyx, D [1 ]
机构
[1] Univ Maine, LCOM Chim Polymeres, Unite Chim Organ Mol & Macromol, UMR CNRS, F-72085 Le Mans 9, France
关键词
D O I
10.1002/1521-3935(20000601)201:9<973::AID-MACP973>3.0.CO;2-C
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
ROMP of the optical pure monomer of the title compound (1) was performed successfully using the classical WCl6/SnMe4 catalyst. Beside the stereoregularity (sigma(c) = 0.70), the C-13 NMR spectrum of the resulting polymer (P-1) evidenced a noticeable directional regularity (B = (HT + TH)/(HH + TT) = 1.6 which can be due to sterically induced regiospecificity in the norbornenyl ring opening during propagation. Significant optical activities were observed for P-1 and for poly(norbornene-2-carboxylic acid) (P-2) resulting from LiOH hydrolysis of P-1. The chirality of P-1 is probably due to the homochiral pantolactonyl side chain and the (S) C-2 backbone carbon.
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页码:973 / 979
页数:7
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