Perfluorinated?-oxides

Knunyants, I. L.; Shokina, V. V.; Galakhov, I. V.

doi:10.1007/bf00664829

Cited by 6 publications

(8 citation statements)

References 3 publications

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“…Perfluorinated epoxides were reported to react with thiourea (8) to form heterocyclic products [23][24][25][26][27]. Epoxide 2 reacts with 8 in a different fashion, giving linear adduct 9 in 95% yield (Scheme 11).…”

Section: And Thiocyanates Saltsmentioning

confidence: 98%

Synthesis of trifluoromethylated heterocycles using partially fluorinated epoxides

Петров¹,

Marshall

2011

Journal of Fluorine Chemistry

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Section: And Thiocyanates Saltsmentioning

confidence: 98%

Synthesis of trifluoromethylated heterocycles using partially fluorinated epoxides

Петров¹,

Marshall

2011

Journal of Fluorine Chemistry

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“…Pentafluoropropionyl fluoride was synthesized by the isomerization of perfluoropropylene oxide according to an earlier described procedure. 11 Before the reaction, silica gel (Chemapol, L 100/250) was dried for 2 h at 150 °С. 2,2´ Bipyridyl (Lancaster), 1,10´ phenanthroline (Chemapol), and tetraethyl orthosilicate (Merck) were used without addi tional purification.…”

Section: H and 19 F Nmr Spectra Were Recorded On A Brukermentioning

confidence: 99%

A new method for dissolution of silica gel in a pentafluoropropionyl fluoride—tertiary amine system

Лермонтов

Малкова

2007

Russ Chem Bull

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A new procedure for the preparation of amino complexes of silicon tetrafluoride was proposed. For this purpose, silica gel is dissolved in a fluoroanhydride-methanol system at room temperature followed by the precipitation of SiF 4 solvate that was formed with tertiary amine (pyridine, 1,10 phenanthroline, 2,2´ bipyridyl). The yields of the formed complexes are 69-83%.Silicon dioxide (SiO 2 , silica) is one of the most abun dant materials on the Earth and the most available source of silicon. The use of silica in chemical synthesis is re stricted to a great extent because of its high chemical stability: SiO 2 is a polymer that can be destroyed only under specific conditions. Depolymerization of SiO 2 (followed by dissolution) in the reactions with alkalis and hydrogen fluoride is well known (Scheme 1, reac tions (1) and (2)). Scheme 1SiO 2 + 2 NaOH Na 2 SiO 3 + H 2 O(1)SiO 2 + 4 HF SiF 4 + 2 H 2 O(2)SiO 2 + 2 C Si + 2 CO(3)SiO 2 + 2 C + 2 Cl 2 SiCl 4 + 2 COThe main reactions of SiO 2 applied in industry are the high temperature reduction (Т > 1200 °С) of silica with carbon to form metallic silicon 1 or (after chlorination) silicon tetrachloride SiCl 4 (see Scheme 1, reactions (3) and (4)). 2 A new procedure of SiO 2 depolymerization, namely, dissolution in alkoxides with distilling off water 3,4 (Scheme 2), has been developed in recent years.This procedure is rather time consuming and results, as a rule, in crystalline solvates containing water and gly col, which suppresses the use of these compounds in or ganometallic synthesis.The purpose of the present work is a search for meth ods of silica (in the form of silica gel) dissolution satisfy ing the following requirements: (a) keep away from too high temperature; (b) afford silicon containing products appropriate for organoelement synthesis or as a source of silicon for electronic industry.We found that silica gel is readily dissolved in an alco holic medium when interacting with easily available fluoroanhydride of pentafluoropropionic acid and after treatment with aromatic amines it forms stable complexes in good yield (Scheme 3). Scheme 3L 2 = 2,2´ bipyridyl (a), 1,10 phenanthroline (b), Py 2 (c)Compounds 1a-c are colorless stable crystalline sub stances soluble in DMSO and DMF; compound 1c is also soluble in water and methanol. The structures of com pounds 1a-c were characterized spectrally and by el emental analysis data. Silica is rapidly dissolved at room temperature when fluoroanhydride is added to afford com pounds 1a-с as precipitates, which do not require further Scheme 2

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“…Terminal perfluoroolefin oxides have been found to be convenient precursors for synthesis both of thiazols and thiazines: the reaction of the former with thiourea yielded 2-aminothiazolines containing perfluoroalkyl substituents [11], and the reaction of hexafluoropropylene oxide with 2-aminothiophenol yielded benzothiazine with trifluoromethyl substituent [12] (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%