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Iododifluoromethyl alkenes [ICF^2CH=CHR]: a labile system generated from 1,1-difluoro-1,3-diiodoalkanes and its trapping with nucleophiles
其他题名Iododifluoromethyl alkenes [ICF^2CH=CHR]: a labile system generated from 1,1-difluoro-1,3-diiodoalkanes and its trapping with nucleophiles
Guo Y(郭勇); Chen QY(陈庆云)
2001
发表期刊J. Fluor. Chem.
ISSN0022-1139
卷号107期号:1页码:89-96
摘要Treatment of 1,1-difluoro-1,3-diiodoalkanes (ICF^2CH^2CHIR~1,1) with NEt3 in various solvents or with KF/Al^2O^3CH^3CN gave no alkenes (ICF^2CH=CHR~1,2), whereas with NaOH afforded α,β-unsaturatedcarboxylic acids, although a signal of 2 in ~19F NMR spectroscopy could be observed momentarily sometimes. However, the labile 2 can be trapped either with thiolate or phenoxide ions. The former reaction gives a mixture of CF^2=CHCH(SR)R~1 and RSCH^2CH=CHR~1, whereas the latter affords only ArOCF^2CH=CHR~1. The nucleophilic substitution of the bromoanalogues, BrCH^2CH^2CHBrR~1, and BrCH^2CH=CHR~1 has also been investigated. A mechanism involving S^N2' and an allene intermediate is proposed.
学科领域有机氟化学
部门归属中国科学院上海有机化学研究所元素有机化学实验室
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收录类别SCI
语种英语
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/13536
专题中科院有机氟化学重点实验室
通讯作者Chen QY(陈庆云)
推荐引用方式
GB/T 7714
Guo Y,Chen QY. Iododifluoromethyl alkenes [ICF^2CH=CHR]: a labile system generated from 1,1-difluoro-1,3-diiodoalkanes and its trapping with nucleophiles[J]. J. Fluor. Chem.,2001,107(1):89-96.
APA 郭勇,&陈庆云.(2001).Iododifluoromethyl alkenes [ICF^2CH=CHR]: a labile system generated from 1,1-difluoro-1,3-diiodoalkanes and its trapping with nucleophiles.J. Fluor. Chem.,107(1),89-96.
MLA 郭勇,et al."Iododifluoromethyl alkenes [ICF^2CH=CHR]: a labile system generated from 1,1-difluoro-1,3-diiodoalkanes and its trapping with nucleophiles".J. Fluor. Chem. 107.1(2001):89-96.
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