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Helix-sense-selective copolymerization of phenyl[bis(2-pyridyl)]methyl methacrylate, diphenyl(2-pyridyl) methyl methacrylate and triphenylmethyl methacrylate with chiral anionic initiators
Ren, CY; Chen, CF; Xi, F
1998-09-15
Source PublicationJOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
ISSN0887-624X
Volume36Issue:12Pages:2127-2133
AbstractOptically active poly [triphenylmethyl methacrylate-co-phenyl [bis(2-pyridyl)] methyl methacrylate](poly[ TrMA-co-PB2PyMA], poly[diphenyl( 2-pyridyl)methyl methacrylate-co-phenyl[ bis( 2-pyridyl)]methyl methacrylate]( poly[D2PyMA-co-PB2PyMA]), and poly [triphenylmethyl methacrylate-ca-diphenyl (2-pyridyl)-methyl methacrylate] (poly[TrMA-co-D2PyMA]) were prepared by helix-sense-selective copolymerization with complexes of organolithium with (-)-sparteine [(-)Sp], (S, S)-(+)- and (R, R)-(-)-2,3-dimethoxy-1,4-bis(dimethylamino)butane [(+)- and (-)DDB], and (S)-(+)-2-(1-pyrrolidinylmethyl)pyridine [(+)PMP] as anionic initiators in toluene at low temperature. The copolymers obtained with(-)Sp and(+)DDB or (-)DDB complexes of organolithium showed low optical activity, but to [(+)PMP] complex with N,N'-diphenyleneamine monolithium amide [(+)PMP-DPEDA-Li)] was effective in synthesizing copolymers of high optical rotation ([alpha](D)(25) about +320 to +370 degrees) which were comparable to those of corresponding homopolymers with one-handed helical structure. The optical rotations of poly [TrMA-co-PB2PyMA] and poly [TrMA-co-D2PyMA] were much more stable than that of poly(D2PyMA) or poly(PB2PyMA) in a solution of CHCl3-2,2,2-trifluoroethanol ( 10 : 1, v/v) at 25 degrees C, but optical rotation of poly [ D2PyMA-co-PB2PyMA] slowly decreased with time in the same conditions. (C) 1998 John Wiley & Sons, Inc.
KeywordPhenyl[Bis(2-pyridyl)]Methyl Methacrylate (s)-(+)-1-(2-pyrrolidinylmethyl)Pyridine Anionic Asymmetric Copolymerization Optically Active Copolymer
Indexed BySCI
Language英语
WOS IDWOS:000075114800019
PublisherJOHN WILEY & SONS INC
Citation statistics
Cited Times:7[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/74166
Collection中国科学院化学研究所
Corresponding AuthorXi, F
AffiliationAcad Sinica, Inst Chem, Beijing 100080, Peoples R China
Recommended Citation
GB/T 7714
Ren, CY,Chen, CF,Xi, F. Helix-sense-selective copolymerization of phenyl[bis(2-pyridyl)]methyl methacrylate, diphenyl(2-pyridyl) methyl methacrylate and triphenylmethyl methacrylate with chiral anionic initiators[J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY,1998,36(12):2127-2133.
APA Ren, CY,Chen, CF,&Xi, F.(1998).Helix-sense-selective copolymerization of phenyl[bis(2-pyridyl)]methyl methacrylate, diphenyl(2-pyridyl) methyl methacrylate and triphenylmethyl methacrylate with chiral anionic initiators.JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY,36(12),2127-2133.
MLA Ren, CY,et al."Helix-sense-selective copolymerization of phenyl[bis(2-pyridyl)]methyl methacrylate, diphenyl(2-pyridyl) methyl methacrylate and triphenylmethyl methacrylate with chiral anionic initiators".JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY 36.12(1998):2127-2133.
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