A model for C-F activation by electrophilic phosphonium cations

被引：17

作者：

Mallov, Ian ^{[1
]}

Johnstone, Timothy C. ^{[1
]}

Burns, Darcy C. ^{[1
]}

Stephan, Douglas W. ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, 80 St George St, Toronto, ON M5S 3H6, Canada

来源：

CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 54期

基金：

加拿大自然科学与工程研究理事会;

关键词：

LEWIS-ACID CATALYSTS; BOND ACTIVATION; ORGANOFLUOROPHOSPHONIUM SALTS; FLUOROPHOSPHONIUM CATIONS; ALIPHATIC FLUORIDES; HYDRODEFLUORINATION; HYDROSILYLATION; MECHANISM; HYDROGENATION; HYDROSILATION;

D O I：

10.1039/c7cc04057a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of the electrophilic phosphonium cation (EPC) salt [C10H6(CF3) PF(C6F5) (2)][B(C6F5)(4)] 4 was achieved via oxidation of phosphine [C10H6(CF3) P(C6F5) 2] 2 with XeF2 to form phosphorane [C10H6(CF3) PF2(C6F5)(2)](3) and subsequent fluoride ion abstraction. Structural and spectroscopic characterization of 4 provides evidence of an interaction between the CF3 functionality and the phosphonium centre. AIM and NBO analyses also support donation from a lone pair on a fluorine atom of the CF3 group to the P-F sigma* orbital of the fluorophosphonium unit, consistent with previously proposed mechanisms for main group C-F bond activations.

引用

页码：7529 / 7532

页数：4

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