Interaction of difluoromethylene phosphobetaine with heteroatom-centered electrophiles

Interaction of difluoromethylene phosphobetaine with heteroatom-centered electrophiles Full article

Journal

Journal of Fluorine Chemistry
ISSN: 1873-3328 , E-ISSN: 0022-1139

Output data

Year: 2019, Volume: 220, Pages: 78-82 Pages count : 5 DOI: 10.1016/j.jfluchem.2019.02.008

Authors

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

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, 119991, Moscow, Leninsky Prosp. 47, Russian Federation
2	D. Mendeleev University of Chemical Technology of Russia, Higher Chemical College, 125047, Moscow, Miusskaya Sq. 9, Russian Federation
3	A.N. Nesmeyanov Institute of Organoelement Compounds, 119991, Moscow, Vavilov Str. 28, Russian Federation

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 heteroatom-centered 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⋯I interaction was identified in the solid state. The nature of this halogen bond was evaluated by quantum chemical calculations.

Trifonov A.L. , Panferova L.I. , Levin V.V. , Volodin A.D. , Korlyukov A.A. , Dilman A.D.
Interaction of difluoromethylene phosphobetaine with heteroatom-centered electrophiles
Journal of Fluorine Chemistry. 2019. V.220. P.78-82. DOI: 10.1016/j.jfluchem.2019.02.008 WOS Scopus OpenAlex

Web of science:	WOS:000463978800011
Scopus:	2-s2.0-85062864780
OpenAlex:	W2916643697

DB	Citing
OpenAlex	10
Scopus	8