Stable dialkyl ether/poly(hydrogen fluoride) complexes:: Dimethyl ether/poly(hydrogen fluoride), a new, convenient, and effective fluorinating agent
Stable dialkyl ether/poly(hydrogen fluoride) complexes:: Dimethyl ether/poly(hydrogen fluoride), a new, convenient, and effective fluorinating agent
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DOI：
10.1021/ja0124109
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发表时间：
2002-07-03
影响因子：
15
通讯作者：
Olah, GA
中科院分区：
文献类型：
--
作者：
Bucsi, I;Török, B;Olah, GA
报道了稳定的二烷基醚/聚氟化氢复合物的制备、H-1、C-13和F-19 NMR结构表征以及基于DFT的理论计算。二甲醚/聚（氟化氢）（DMEPHF），是特别感兴趣和用途的稳定复合物。DFT计算，这是在协议与NMR数据，建议DMEPHF的环状聚（氟化氢）桥接结构。DME-5 HF是一种简便、有效的新型氟化剂，用于烯烃的加氢、溴代、醇的缩合等反应，收率高，选择性好。高取代二烷基醚/聚氟化氢（R2 O/[HF]（n，1）R = Et，nPr）体系也是稳定的，适合于缩合反应。
The preparation, H-1, C-13, and F-19 NMR structural characterization as well as with DFT-based theoretical calculations of stable dialkyl ether/poly(hydrogen fluoride) complexes are reported. Dimethyl ether/poly(hydrogen fluoride) (DMEPHF), are stable complexes of particular interest and use. The DFT calculations, that are in agreement with NMR data, suggest a cyclic poly(hydrogen fluoride) bridged structure for DMEPHF. The complex, DME-5 HF was found to be a convenient and eff ective new fluorinating agent with the ease of workup and applied to several fluorination reactions, such as the hydrofluorination and bromofluorination of alkenes, and fluorination of alcohols giving good to excellent yield with high selectivity. Homologous dialkyl ether/poly(hydrogen fluoride) (R2O/[HF](n,1) R = Et, nPr) systems are also stable and suitable for fluorination reactions.