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题名: Proazaphosphatrane P(RNCH2CH2)(3)N (R=Me, i-Pr)-catalyzed isomerization of allylaromatics, allyl phenyl sulfide, allyl phenyl sulfone, and bis-allylmethylene double bond-containing compounds
作者: Yu, ZK;  Yan, SG;  Zhang, GT;  He, W;  Wang, LD;  Li, Y;  Zeng, FL
关键词: allylic compounds ;  isomerization ;  methylene-interrupted diene compounds ;  proazaphosphatrane ;  P(RNCH2CH2)(3)N
刊名: ADVANCED SYNTHESIS & CATALYSIS
发表日期: 2006
DOI: 10.1002/adsc.200505224
卷: 348, 期:1-2, 页:111-117
收录类别: SCI ;  IC ;  CCR
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Applied ;  Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: Using a proazaphosphatrane catalyst, P(RNCH2CH2)(3)N (R=Me, i-Pr), allylaromatics and allyl phenyl sulfide were selectively isomerized to the corresponding vinyl isomers in yields up to > 99% in CH3CN at 40 degrees C. Efficient transformation of allyl phenyl sulfone at ambient temperature afforded an isomerization/dimerization product in > 95% yield. Conjugation of bis-allylmethylene double bond-containing compounds gave the corresponding conjugated isomers for cis,cis-9,12-octadecadienol and its methyl ether in yields up to 97%, and desilylation/conjugation products were obtained from the catalytic reaction of the trimethylsilyl ether of cis,cis-9,12-octadecadienol. The reaction mechanism is discussed based upon the H-1 and P-31 NMR-monitored reactions in CD3CN or CH3CN under the reaction conditions.
关键词[WOS]: PHASE-TRANSFER-CATALYSIS ;  METHYLENE-INTERRUPTED DIENES ;  ION INITIATED REACTIONS ;  OLEFIN ISOMERIZATION ;  NONIONIC SUPERBASE ;  EFFICIENT CATALYST ;  ACID RESIDUES ;  FATTY-ACIDS ;  ALLYLBENZENE ;  LINOLEATE
语种: 英语
WOS记录号: WOS:000234964700013
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/140006
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
2.Dalian Univ Technol, Dept Chem, Dalian 116024, Liaoning, Peoples R China

Recommended Citation:
Yu, ZK,Yan, SG,Zhang, GT,et al. Proazaphosphatrane P(RNCH2CH2)(3)N (R=Me, i-Pr)-catalyzed isomerization of allylaromatics, allyl phenyl sulfide, allyl phenyl sulfone, and bis-allylmethylene double bond-containing compounds[J]. ADVANCED SYNTHESIS & CATALYSIS,2006,348(1-2):111-117.
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