Explored routes to unknown polyfluoroorganyliodine hexafluorides, RFIF6

Explored routes to unknown polyfluoroorganyliodine hexafluorides, RFIF6 Full article

Journal

Journal of Fluorine Chemistry
ISSN: 0022-1139

Output data

Year: 2010, Volume: 131, Number: 10, Pages: 1000-1006 Pages count : DOI: 10.1016/j.jfluchem.2010.07.005

Tags

Iodine heptafluoride; Pentafluorophenyliodine tetrafluoride; 1,1,1-Trifluoroethyliodine tetrafluoride; Pentafluorophenyldifluoroborane; Pentafluorophenyltrifluorosilane; Pentafluorophenyltrimethylsilane; Pentafluorophenyltetrafluorosilicate anion; NMR spectroscopy

Authors

Frohn Hermann-Josef ¹ , Bardin Vadim V. ²

Affiliations

1	(Данные Web of science) Univ Duisburg Essen, D-47048 Duisburg, Germany
2	(Данные Web of science) SB RAS, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

Two routes to RFIF6 compounds were investigated: (a) the substitution of F by R-F in IF7 and (b) the fluorine addition to iodine in RFIF4 precursors. For route (a) the reagents C6F5SiMe3, C6F5SiF3, [NMe4][C6F5SiF4], C6F5BF2, and 1,4-C6F4(BF2)(2) were tested. C6F5IF4 and CF3CH2IF4 were used in route (b) and treated with the fluoro-oxidizers IF7, [O-2][SbF6]/KF, and K-2[NiF6]/KF. The observed sidestep reactions in case of routes (a) and (b) are discussed. Interaction of C6F5SiX3 (X = Me, F), C6F5BF2, 1,4-C6F4(BF2)(2) with IF, gave exclusively the corresponding ring fluorination products, perfluorinated cyclohexadiene and cyclohexene derivatives, whereas [NMe4][C6F5SiF4] and IF7 formed mixtures of C6FnIF4 and C6FnH compounds (n = 7 and 9). CF3CH2IF4 was not reactive towards the fluoro-oxidizer IF7 whereas C6F5IF4 formed C6FnIF4 compounds (n = 7 and 9). C6F5IF4 and CF3CH2IF4 were inert towards [O-2][SbF6] in anhydrous HF. CF3CH2IF4 underwent C-H fluorination and C-I bond cleavage when treated with K-2[NiF6]/KF in HF. The fluorine addition property of IF7 was independently demonstrated in case of perfluorohexenes. C4F9CF=CF2 and IF7 underwent oxidative fluorine addition at -30 degrees C, and the isomers (CF3)(2)CFCF=CFCF3 (cis and trans) formed very slowly perfluoroisohexanes even at 25 degrees C. The compatibility of IF, and selected organic solvents was investigated. The polyfluoroalkanes CF3CH2CHF2 (PFP), CF3CH2CF2CH3 (PFB), and C4F9Br are inert towards iodine heptafluoride at 25 degrees C while CF3CH2Br was slowly converted to CF3CH2F. Especially PFP and PFB are new suitable organic solvents for IF7. (C) 2010 Elsevier B.V. All rights reserved.

Frohn H-J. , Bardin V.V.
Explored routes to unknown polyfluoroorganyliodine hexafluorides, RFIF6
Journal of Fluorine Chemistry. 2010. V.131. N10. P.1000-1006. DOI: 10.1016/j.jfluchem.2010.07.005 WOS Scopus РИНЦ

Published print:

Oct 1, 2010

Web of science	WOS:000283477300006
Scopus	2-s2.0-77956924316
Elibrary	15325719
OpenAlex	W1971260091