Interaction of difluoromethylene phosphobetaine with heteroatom-centered electrophiles

被引：8

作者：

Trifonov, Alexey L. ^{[1
,2
]}

Panferova, Liubov I. ^{[1
]}

Levin, Vitalij V. ^{[1
]}

Volodin, Alexander D. ^{[3
]}

Korlyukov, Alexander A. ^{[3
]}

Dilman, Alexander D. ^{[1
]}

机构：

[1] ND Zelinskii Inst Organ Chem, Leninsky Prosp 47, Moscow 119991, Russia

[2] D Mendeleev Univ Chem Technol Russia, Higher Chem Coll, Miusskaya Sq 9, Moscow 125047, Russia

[3] AN Nesmeyanov Inst Organoelement Cpds, Vavilov Str 28, Moscow 119991, Russia

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2019年 / 220卷

基金：

俄罗斯基础研究基金会;

关键词：

Phosphonium salts; Phosphobetaine; Phosphorus ylide; Halogenation; Halogen bonding; ARYL BORONIC ACIDS; TERMINAL ALKYNES; ALPHA-SILYLDIFLUOROMETHYLPHOSPHONATES; NUCLEOPHILIC DIFLUOROMETHYLATION; DIFLUOROCARBENE; ALDEHYDES; TRIFLUOROMETHYLATION; DIFLUOROALKYLATION; PHOSPHONATES; ALKENES;

D O I：

10.1016/j.jfluchem.2019.02.008

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of difluorinated phosphonium salts were obtained by reaction of difluoromethylene phosphobetaine with halogenating reagents, as well as arylsulfenyl and arylselenyl chlorides. The reaction proceeds via decarboxylation of the phosphobetaine followed by trapping of the difluorinated phosphorus ylide by heteroatomcentered electrophiles. The crystal structures of the phosphonium salts were studied by X-ray diffraction analysis. For the salt containing the CF2I group and iodide counterion, the I center dot center dot center dot I interaction was identified in the solid state. The nature of this halogen bond was evaluated by quantum chemical calculations.

引用

页码：78 / 82

页数：5

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