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学科主题: 有机氟化学
题名: 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
作者: Guo Y(郭勇) ; Chen QY(陈庆云)
通讯作者: 陈庆云
刊名: J. Fluor. Chem.
发表日期: 2001-01-01
卷: 107, 期:1, 页:89-96
收录类别: SCI
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
英文摘要: 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.
语种: 英语
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/13536
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
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.
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