An improved and facile preparation of SF5Br

Winter, R.; Terjeson, Robin J.; Gard, Gary L.

doi:10.1016/s0022-1139(98)00094-3

Cited by 21 publications

(20 citation statements)

References 7 publications

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“…The reactant SF 5 Br was prepared from SF 4 , BrF 3 , and CsF [23]. The following compounds were obtained from Aldrich Chemical Co. and used as received: (n-C 4 H 9 ) 3 4 and CCl 3 F as internal standards.…”

Section: Methodsmentioning

confidence: 99%

New acrylate systems: derivatives of β-SF5-acrylic acid

Winter

Dodean

Holmes

et al. 2004

Journal of Fluorine Chemistry

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Section: Methodsmentioning

confidence: 99%

New acrylate systems: derivatives of β-SF5-acrylic acid

Winter

Dodean

Holmes

et al. 2004

Journal of Fluorine Chemistry

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“…Treatment of SF 5 CF 2 CF 2 C 6 H 5 with HNO 3 /H 2 SO 4 gave the expected 3,5-SF 5 CF 2 CF 2 C 6 H 3 (NO 2 ) 2 product, (22) in 19% yield; reduction of the dinitro-derivative with iron in aqueous HCl produced 3,5-SF 5 CF 2 CF 2 C 6 H 3 (NH 2 ) 2 , (23) in 48% yield. The 3,5-diaminoderivative when combined with the dianhydride ''6-FDA'' formed the corresponding polyimide polymer:…”

Section: Resultsmentioning

confidence: 94%

Site directed synthesis of mono and disubstituted SF5-polyfluoroalkyl benzenes

Winter¹,

Dodean²,

Smith³

et al. 2005

Journal of Fluorine Chemistry

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“…One of the most recent improvements of the preparation of SF 5 Br was developed by Gard et al who reported that a slow reaction (6-11 days at r.t.) between molecular bromine and BrF 3 in the presence of cesium fluoride, followed by an even slower reaction of the resulting BrF with SF 4 (36 days at r.t. or 20 days with moderate heating) afforded high yields (99.6% and 88.2%, respectively) of SF 5 Br [16]. Replacement of CsF with dry and carefully powdered KF was reported to be a key factor in the improvement of the preparation of SF 5 Cl, using the reaction between SF 4 and Cl 2 (Scheme 2) [17].…”

Section: Pentafluorosulfanylating Agentsmentioning

confidence: 99%

Synthetic chemistry and biological activity of pentafluorosulphanyl (SF5) organic molecules

Zanda

Altomonte

2012

Journal of Fluorine Chemistry

198

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The pentafluorosulfanyl group (SF5) is a highly stable chemical function which has been attracting a great deal of interest owing to its peculiar chemical, structural, physicochemical and biological properties. Progress in the area of SF5-compounds has been somewhat hindered by the lack of straightforward lab-scale synthetic methods for introducing the SF5-group into organic molecules. However, recent synthetic progress, the availability of some SF5-building blocks from commercial suppliers and the discovery of interesting properties of SF5-substituted molecules in materials science, biology and drug discovery are giving new momentum to research in this fascinating area of fluorine chemistry. Synthesis, reactivity and biological properties of SF5-substituted organic molecules are herein reviewed with an emphasis on the work published after year 2000. Object *Cover Letter or Page containing Author DetailsAll of the referees' suggestions have been accepted, with the only exception of Referee's 2 point 5 "Reactions of ArylSF5 systems should be divided into sections …electrophilc substitutions, nucleophilic substitutions, reactions of diazo systems,…" because in that section the chemistry is inherently heterogeneous and we feel that such a subclassification would be very challenging to achieve and would make less homogeneous the discussion of the topic. Molecolare, via Mancinelli 7, 20131 Milano, Italy Synthesis, reactivity and biological properties of SF 5 -substituted organic molecules are reviewed in this article, with an emphasis on the work published in the last decade. *Graphical Abstract -Synopsis Highlights We review the synthesis of SF 5 -compounds, with an emphasis on work published after year 2000.  We review the reactivity of SF 5 -substituted organic molecules.  We review the biological properties of SF 5 -substituted drug candidates. Aberdeen, Foresterhill, Aberdeen AB25 2ZD, Scotland, UK; e-mail: m.zanda@abdn.ac.uk b C.N.R.-Istituto di Chimica del Riconoscimento Molecolare, via Mancinelli 7, 20131 Milano, Italy AbstractThe pentafluorosulfanyl group (SF 5 ) is a highly stable chemical function which has been attracting a great deal of interest owing to its peculiar chemical, structural, physicochemical and biological properties. Progress in the area of SF 5 -compounds has been somewhat hindered by the lack of straightforward lab-scale synthetic methods for introducing the SF 5 -group into organic molecules. However, recent synthetic progress, the availability of some SF 5 -building blocks from commercial suppliers and the discovery of interesting properties of SF 5 -substituted molecules in materials science, biology and drug discovery are giving new momentum to research in this fascinating area of fluorine chemistry. Synthesis, reactivity and biological properties of SF 5 -substituted organic molecules are herein reviewed with an emphasis on the work published after year 2000.

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An improved and facile preparation of SF5Br

Cited by 21 publications

References 7 publications

New acrylate systems: derivatives of β-SF5-acrylic acid

New acrylate systems: derivatives of β-SF5-acrylic acid

Site directed synthesis of mono and disubstituted SF5-polyfluoroalkyl benzenes

Synthetic chemistry and biological activity of pentafluorosulphanyl (SF5) organic molecules

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