Polyfluorinated Ethanes as Versatile Fluorinated C2-Building Blocks for Organic Synthesis

Nenajdenko, Valentine G.; Muzalevskiy, Vasiliy M.; Шастин, А. В.

doi:10.1021/cr500465n

Cited by 133 publications

(49 citation statements)

References 776 publications

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“…This chapter is focused on the synthesis of the CF 2 CF 2 fragment itself, thus forming either useful precursors for fluoroalkyl transfer methods (Chapter 3), or directly the desired products. The chapter, however, does not cover the synthesis of the most basic compounds – 1,2‐dihalotetrafluoroethanes – as those have been reviewed elsewhere , …”

Section: Synthesis Of the Cf2cf2 Fragmentmentioning

confidence: 99%

“…Addition of halogens and interhalogens to TFE was previously reviewed by Nenajdenko . Some of the resulting 1,2‐dihalotetrafluoroethanes are classified according Montreal protocol as class A compounds (leading to ozone layer depletion) and their production and consumption has been restricted after 2015.…”

Section: Synthesis Of the Cf2cf2 Fragmentmentioning

confidence: 99%

“…1,2‐Dihalo‐1,1,2,2‐tetrafluoroethanes (XCF 2 CF 2 X, where X = Cl, Br, I) are the most common sources of the tetrafluoroethylene fragment, which have been reviewed thoroughly by Nenajdenko and co‐workers . Among the various dihalotetrafluoroethanes, 1,2‐dibromo‐1,1,2,2‐tetrafluoroethane 65 (BrCF 2 CF 2 Br, Freon 114B2 or Halon 2402) stands at the forefront, as it serves as a useful and cheap building block in organic synthesis .…”

Section: Transfer Of the Cf2cf2 Fragmentmentioning

confidence: 99%

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Advances in the Synthesis and Application of Tetrafluoroethylene‐ and 1,1,2,2‐Tetrafluoroethyl‐Containing Compounds

et al. 2018

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In this review, we provide a comprehensive and critical perspective on the synthesis and application of 1,1,2,2‐tetrafluoroethyl‐ and tetrafluoroethylene‐containing compounds. These structures have been the focus of increasing attention as witnessed by a spectrum of new synthetic approaches, which have recently appeared in the literature. Likewise, applications of molecules containing the CF2CF2 fragment as pharmaceuticals, agrochemicals, pesticides, and advanced materials are described. It is expected that the number of successful applications of these compounds will increase in the future as a result of availability of the synthetic methods outlined here.

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Section: Synthesis Of the Cf2cf2 Fragmentmentioning

confidence: 99%

Section: Synthesis Of the Cf2cf2 Fragmentmentioning

confidence: 99%

Section: Transfer Of the Cf2cf2 Fragmentmentioning

confidence: 99%

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Advances in the Synthesis and Application of Tetrafluoroethylene‐ and 1,1,2,2‐Tetrafluoroethyl‐Containing Compounds

et al. 2018

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“…Organic polymer-supported reagents have been found widespread utility in organic synthesis [131]. The use of polymer-bound complexes in catalysis dates from about 30 years ago for meeting the need of separating soluble catalysts from the reaction mixtures [132,133].…”

Section: Polymer Based Sn Catalystsmentioning

confidence: 99%

Sn-based catalysts for Baeyer-Villiger oxidations by using hydrogen peroxide as oxidant

Cui

Shi

2016

Sci. China Mater.

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Baeyer-Villiger (BV) oxidation is one of the most important transformation reactions in synthetic organic chemistry. Catalytic versions of the BV oxidation are particularly attractive in practical applications, because the catalytic transformation substantially simplifies reaction process while minimizing reactant consumption as well as waste production. Further benefits are expected from replacing peracids, the traditionally used oxidant, by low cost and environmentally friendly hydrogen peroxide (H2O2). This review will first introduce very briefly the features of BV oxidation reactions, and the corresponding oxidants traditionally used. Afterwards, the emphasis will be placed on the specific Sn-based catalysts, their performance comparison for the BV oxidation reaction by using H2O2 as oxidant, and the catalytic mechanisms of most Sn-based catalysts reported so far, including homogeneous Sn-based catalysts (such as Sn-based fluorous biphase system catalysts), heterogeneous Sn-based catalysts (such as Sn-based zeolite catalysts, Sn-based mesoporous composites, Sn-incorporated clay catalysts, Sn-based metal oxide composites and polymer supported Sn catalysts). Finally, the Sn-based catalysts for BV oxidation are outlooked for their potentials and perspectives in enhancing the performance and then accelerating the practical applications of BV oxidations by using H2O2. The developing direction of the Sn-based catalytic BV reaction is also illustrated.

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“…[7] Furthermore, higher perfluorinated groups can also present interesting properties, [8] as illustrated by Fulvestrant, an estrogen receptor antagonist used in treatment of hormone receptorpositive metastatic breast cancer. [9] Consequently, the association of fluoroalkyl groups with several heteroatoms could contribute to expand the molecules properties modulations.…”

Section: Introductionmentioning

confidence: 99%

Direct Perfluoroalkylthiolation of Few Chalcogenols

Glenadel

Billard

2016

Chin. J. Chem.

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Polyfluorinated Ethanes as Versatile Fluorinated C2-Building Blocks for Organic Synthesis

Cited by 133 publications

References 776 publications

Advances in the Synthesis and Application of Tetrafluoroethylene‐ and 1,1,2,2‐Tetrafluoroethyl‐Containing Compounds

Advances in the Synthesis and Application of Tetrafluoroethylene‐ and 1,1,2,2‐Tetrafluoroethyl‐Containing Compounds

Sn-based catalysts for Baeyer-Villiger oxidations by using hydrogen peroxide as oxidant

Direct Perfluoroalkylthiolation of Few Chalcogenols

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