Fluorous phase chemistry: a new industrial technology

The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products

Mitsunobu, O. (1981) · Synthesis · doi:10.1055/s-1981-29317 · Cited by 4,157

Facile Catalyst Separation Without Water: Fluorous Biphase Hydroformylation of Olefins

Horváth, I. T., & Rábai, J. (1994) · Science · doi:10.1126/science.266.5182.72 · Cited by 1,416

Fluorous Biphase Chemistry

Horváth, I. T. (1998) · Accounts of Chemical Research · doi:10.1021/ar970342i · Cited by 743

Strategy-Level Separations in Organic Synthesis: From Planning to Practice

Curran, D. P. (1998) · Angewandte Chemie International Edition · doi:10.1002/(sici)1521-3773(19980518)37:9<1174::aid-anie1174>3.0.co;2-p · Cited by 485

Fluorous Reverse Phase Silia Gel. A New Tool for Preparative Separations in Synthetic Organic and Organofluorine Chemistry

Curran, D. P. (2001) · Synlett · doi:10.1055/s-2001-16800 · Cited by 245

Chemistry in fluorous media: a user's guide to practical considerations in the application of fluorous catalysts and reagents

Barthel‐Rosa, L. P., & Gladysz, J. A. (1999) · Coordination Chemistry Reviews · doi:10.1016/s0010-8545(99)00102-2 · Cited by 242

Copper-catalyzed aerobic oxidation of alcohols under fluorous biphasic conditions

Betzemeier, B., Cavazzini, M., Quici, S., & Knochel, P. (2000) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)00620-1 · Cited by 221

Tris(2-(perfluorohexyl)ethyl)tin Hydride: A New Fluorous Reagent for Use in Traditional Organic Synthesis and Liquid Phase Combinatorial Synthesis

Curran, D. P., & Hadidaꝉ, S. (1996) · Journal of the American Chemical Society · doi:10.1021/ja953287m · Cited by 201

Fluorous Catalysis without Fluorous Solvents: A Friendlier Catalyst Recovery/Recycling Protocol Based upon Thermomorphic Properties and Liquid/Solid Phase Separation

Wende, M., Meier, R., & Gladysz, J. A. (2001) · Journal of the American Chemical Society · doi:10.1021/ja011444d · Cited by 178

A Coiled Coil with a Fluorous Core

Bilgiçer, B., Fichera, A., & Kumar, K. (2001) · Journal of the American Chemical Society · doi:10.1021/ja002961j · Cited by 164

Stabilization of Coiled-Coil Peptide Domains by Introduction of Trifluoroleucine

Tang, Y., Ghirlanda, G., Vaidehi, N., Kua, J., Mainz, D. T., Goddard, W. A., DeGrado, W. F., & Tirrell, D. A. (2001) · Biochemistry · doi:10.1021/bi0022588 · Cited by 164

Fluorous Biphase Systems—The New Phase‐Separation and Immobilization Technique

Cornils, B. (1997) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199720571 · Cited by 154

Palladium‐Catalyzed Cross‐Coupling of Organozinc Bromides with Aryl Iodides in Perfluorinated Solvents

Betzemeier, B., & Knochel, P. (1997) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199726231 · Cited by 147

Transition Metal Catalysis in Fluorous Media: Practical Application of a New Immobilization Principle to Rhodium-Catalyzed Hydroborations of Alkenes and Alkynes

Juliette, J. J. J., Rutherford, D. N., Horváth, I. T., & Gladysz, J. A. (1999) · Journal of the American Chemical Society · doi:10.1021/ja982955b · Cited by 145

tris(2-perfluorohexylethyl)tin azide: A new reagent for preparation of 5-substituted tetrazoles from nitriles with purification by fluorous/organic liquid-liquid extraction

Curran, D. P., Hadidaꝉ, S., & Kim, S. (1999) · Tetrahedron · doi:10.1016/s0040-4020(99)00458-5 · Cited by 142

Fluorous Tin Hydrides: A New Family of Reagents for Use and Reuse in Radical Reactions

Curran, D. P., Hadidaꝉ, S., Kim, S., & Luo, Z. (1999) · Journal of the American Chemical Society · doi:10.1021/ja990069a · Cited by 140

Stille Couplings with Fluorous Tin Reactants: Attractive Features for Preparative Organic Synthesis and Liquid-Phase Combinatorial Synthesis

Curran, D. P., & Hoshino, M. (1996) · The Journal of Organic Chemistry · doi:10.1021/jo961309x · Cited by 136

Fluorous biphase catalysis

Hope, E. G., & Stuart, A. M. (1999) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(99)00204-3 · Cited by 131

Transition Metal Catalysis in Fluorous Media: Practical Application of a New Immobilization Principle to Rhodium‐Catalyzed Hydroboration

Juliette, J. J. J., Gladysz, J. A., & Horváth, I. T. (1997) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199716101 · Cited by 129

Efficient aerobic epoxidation of alkenes in perfluorinated solvents catalysed by chiral (salen) Mn complexes

Pozzi, G., & Cinato, F. (1998) · Chemical Communications · doi:10.1039/a800558c · Cited by 123

Rapid Fluorous Stille Coupling Reactions Conducted under Microwave Irradiation

Larhed, M., Hoshino, M., Hadidaꝉ, S., Curran, D. P., & Hallberg, A. (1997) · The Journal of Organic Chemistry · doi:10.1021/jo970362y · Cited by 115

Perfluorocarbon-soluble catalysts and reagents and the application of FBS (fluorous biphase system) to organic synthesis

Cavazzini, M., Montanari, F., Pozzi, G., & Quici, S. (1999) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(98)00358-3 · Cited by 111

Preparation of a fluorous benzyl protecting group and its use in fluorous synthesis approach to a disaccharide

Curran, D. P., Ferritto, R., & Hua, Y. (1998) · Tetrahedron Letters · doi:10.1016/s0040-4039(98)00961-7 · Cited by 107

Phosphorus(III) ligands with fluorous ponytails

Bhattacharyya, P., Gudmunsen, D., Hope, E. G., Kemmitt, R. D. W., Paige, D. R., & Stuart, A. M. (1997) · Journal of the Chemical Society Perkin Transactions 1 · doi:10.1039/a704872f · Cited by 101

Fluorous Mitsunobu reagents and reactions

Dandapani, S., & Curran, D. P. (2002) · Tetrahedron · doi:10.1016/s0040-4020(02)00205-3 · Cited by 99

Synthesis and Biological Evaluation of a Focused Mixture Library of Analogues of the Antimitotic Marine Natural Product Curacin A

Wipf, P., Reeves, J. T., Balachandran, R., Giuliano, K. A., Hamel, E., & Day, B. W. (2000) · Journal of the American Chemical Society · doi:10.1021/ja002213u · Cited by 94

Cobalt tetraarylporphyrin-catalysed epoxidation of alkenes by dioxygen and 2-methylpropanal under fluorous biphasic conditions

Pozzi, G., Montanari, F., & Quici, S. (1997) · Chemical Communications · doi:10.1039/a605963e · Cited by 93

Synthesis and Properties of a Novel Family of Fluorous Triphenylphosphine Derivatives

Richter, B., de Wolf, E., van Koten, G., & Deelman, B. (2000) · The Journal of Organic Chemistry · doi:10.1021/jo991548v · Cited by 88

Fluorous Boc (FBoc) Carbamates: New Amine Protecting Groups for Use in Fluorous Synthesis

Luo, Z., Williams, J., Read, R. W., & Curran, D. P. (2001) · The Journal of Organic Chemistry · doi:10.1021/jo010111w · Cited by 82

A Geometrical Model for Chemically Bonded TMS and PDS Phases

Berendsen, G. E., & de Galan, L. (1978) · Journal of Liquid Chromatography · doi:10.1080/01483917808060008 · Cited by 76

Hydroxymethylation of organic halides. Evaluation of a catalytic system involving a fluorous tin hydride reagent for radical carbonylation

Ryu, I., Niguma, T., Minakata, S., Komatsu, M., Hadidaꝉ, S., & Curran, D. P. (1997) · Tetrahedron Letters · doi:10.1016/s0040-4039(97)10076-4 · Cited by 71

Synthesis and applications of fluorous silyl protecting groups with improved acid stability

Röver, S., & Wipf, P. (1999) · Tetrahedron Letters · doi:10.1016/s0040-4039(99)01106-5 · Cited by 71

Manganese (III) acetate dihydrate catalyzed aerobic epoxidation of unfunctionalized olefins in fluorous solvents

Ravikumar, K. S., Barbier, F., Bégué, J., & Bonnet‐Delpon, D. (1998) · Tetrahedron · doi:10.1016/s0040-4020(98)00396-2 · Cited by 70

Synthesis and applications of a fluorous THP protective group

Wipf, P., & Reeves, J. T. (1999) · Tetrahedron Letters · doi:10.1016/s0040-4039(99)00866-7 · Cited by 64

Synthesis of perfluoroalkylated bipyridines — New ligands for oxidation reactions under fluorous triphasic conditions

Quici, S., Cavazzini, M., Ceragioli, S., Montanari, F., & Pozzi, G. (1999) · Tetrahedron Letters · doi:10.1016/s0040-4039(99)00524-9 · Cited by 61

Fluorous Triphasic Reactions: Transportative Deprotection of Fluorous Silyl Ethers with Concomitant Purification

Nakamura, H., Linclau, B., & Curran, D. P. (2001) · Journal of the American Chemical Society · doi:10.1021/ja011716c · Cited by 60

Synthesis and applications of a highly fluorous alkoxy ethyl ether protective group

Wipf, P., & Reeves, J. T. (1999) · Tetrahedron Letters · doi:10.1016/s0040-4039(99)00883-7 · Cited by 58

New perfluoroalkylated cinchona derivatives: synthesis and use in base-catalysed Diels–Alder reactions

Fache, F., & Piva, O. (2001) · Tetrahedron Letters · doi:10.1016/s0040-4039(01)01036-x · Cited by 57

Green chemistry development in fluorine science

Kitazume, T. (2000) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(99)00269-9 · Cited by 54

Radical carbonylations with fluorous allyltin reagents

Ryu, I., Niguma, T., Minakata, S., Komatsu, M., Luo, Z., & Curran, D. P. (1999) · Tetrahedron Letters · doi:10.1016/s0040-4039(99)00188-4 · Cited by 53

An asymmetric catalytic carboncarbon bond formation in a fluorous biphasic system based on perfluoroalkyl-BINOL

Tian, Y., & Chan, K. S. (2000) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)01519-7 · Cited by 53

Catalytic enantioselective protonation of a samarium enolate with fluorous chiral and achiral proton sources in fluorous biphasic systems

Takeuchi, S., Nakamura, Y., Ohgo, Y., & Curran, D. P. (1998) · Tetrahedron Letters · doi:10.1016/s0040-4039(98)01900-5 · Cited by 52

Separation of Enantiomers by Extraction Based on Lipase-Catalyzed Enantiomer-Selective Fluorous-Phase Labeling

Hungerhoff, B., Sonnenschein, H., & Theil, F. (2001) · Angewandte Chemie International Edition · Cited by 52

Preparation of a Fluorous Chiral BINOL Derivative and Application to an Asymmetric Protonation Reaction

Nakamura, Y., Takeuchi, S., Ohgo, Y., & Curran, D. P. (2000) · Tetrahedron · doi:10.1016/s0040-4020(99)01004-2 · Cited by 51

Lewis acid catalysis by lanthanide complexes with tris(perfluorooctanesulfonyl)methide ponytails in fluorous recyclable phase

Mikami, K., Mikami, Y., Matsumoto, Y., Nishikido, J., Yamamoto, F., & Nakajima, H. (2001) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)01925-0 · Cited by 50

Phosphorus(III) ligands in fluorous biphase catalysis

Bhattacharyya, P., Croxtall, B., Fawcett, J., Fawcett, J., Gudmunsen, D., Hope, E. G., Kemmitt, R. D. W., Paige, D. R., Russell, D. R., Stuart, A. M., et al. (2000) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(99)00166-9 · Cited by 50

Perfluoroheptadecan-9-one: a selective and reusable catalyst for epoxidations with hydrogen peroxide

van Vliet, M. C. A., Arends, I. W. C. E., & Sheldon, R. A. (1999) · Chemical Communications · doi:10.1039/a809204d · Cited by 50

Design, synthesis, application and recovery of a minimally fluorous diaryl diselenide for the catalysis of stannane-mediated radical chain reactions

Crich, D., Hao, X., & Lucas, M. A. (1999) · Tetrahedron · doi:10.1016/s0040-4020(99)00902-3 · Cited by 49

Rate constants for reaction of a fluorous tin hydride reagent with primary alkyl radicals

Horner, J. H., Martinez, F. N., Newcomb, M., & Curran, D. P. (1997) · Tetrahedron Letters · doi:10.1016/s0040-4039(97)00489-9 · Cited by 47

Fluorous Swern Reaction

Crich, D., & Neelamkavil, S. F. (2001) · Journal of the American Chemical Society · doi:10.1021/ja016057i · Cited by 46

Enantioselective addition of diethylzinc to aldehydes catalyzed by fluorous β-aminoalcohols

Nakamura, Y., Takeuchi, S., Okumura, K., & Ohgo, Y. (2001) · Tetrahedron · doi:10.1016/s0040-4020(01)00483-5 · Cited by 45

Selective sulfonylation of 1,2-diols and derivatives catalyzed by a recoverable fluorous tin oxide

Bucher, B. T., & Curran, D. P. (2000) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)01720-2 · Cited by 42

Synthesis of fluorous azodicarboxylates: towards cleaner Mitsunobu reactions

Dobbs, A. P., & McGregor-Johnson, C. (2002) · Tetrahedron Letters · doi:10.1016/s0040-4039(02)00322-2 · Cited by 41

A general method to fluorous ponytail-substituted aromatics

Chen, W., Xu, L., & Xiao, J. (2001) · Tetrahedron Letters · doi:10.1016/s0040-4039(01)00714-6 · Cited by 40

Palladium-Catalyzed Synthesis of Aqueous, Fluorous, and Supercritical CO 2 -Soluble Phosphines

Chen, W., Xu, L., & Xiao, J. (2000) · Organic Letters · doi:10.1021/ol006203+ · Cited by 40

Thiol additions to acrylates by fluorous mixture synthesis: relative control of elution order in demixing by the fluorous tag and the thiol substituent

Curran, D. P., & Oderaotoshi, Y. (2001) · Tetrahedron · doi:10.1016/s0040-4020(01)00369-6 · Cited by 39

Asymmetric hydrogen transfer reduction of ketones using chiral perfluorinated ligands

Maillard, D., Nguefack, C., Pozzi, G., Quici, S., Valadé, B., & Sinou, D. (2000) · Tetrahedron Asymmetry · doi:10.1016/s0957-4166(00)00249-4 · Cited by 37

Wittig reaction using perfluorinated ylides

Galante, A., Lhoste, P., & Sinou, D. (2001) · Tetrahedron Letters · doi:10.1016/s0040-4039(01)01055-3 · Cited by 36

Synthesis of perfluorinated allylic compounds by radical allylation and their purification over fluorous reverse-phase silica

Ryu, I., Kreimerman, S., Niguma, T., Minakata, S., Komatsu, M., Luo, Z., & Curran, D. P. (2001) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)02153-5 · Cited by 36

Epoxidation of Alkenes Under Liquid-Liquid Biphasic Conditions: Synthesis and Catalytic Activity of Mn(III)-Tetraarylporphyrins Bearing Perfluoroalkyl Tails.

Pozzi, G., Colombani, I., Miglioli, M., Montanari, F., & Quici, S. (1997) · Tetrahedron · doi:10.1016/s0040-4020(97)00272-x · Cited by 36

Novel and efficient synthesis of perfluoroalkylated arylphosphines

Chen, W., & Xiao, J. (2000) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)00445-7 · Cited by 34

Synthesis, properties, and reactions of enantiomerically pure, chiral fluorous phosphines of the formula (menthyl)P(CH2CH2(CF2)n−1CF3)2 (n=6, 8)

Klose, A., & Gladysz, J. A. (1999) · Tetrahedron Asymmetry · doi:10.1016/s0957-4166(99)00272-4 · Cited by 33

Fluorinated Analogues of tert-Butyl Alcohol as Novel Protecting Groups for Use in Fluorous Synthesis

Pardo, J. I., Cobas, A., Guitián, E., & Castedo, L. (2001) · Organic Letters · doi:10.1021/ol0166505 · Cited by 33

Highly Fluorous Derivatives of 1,2-Bis(diphenylphosphino)ethane

de Wolf, E., Richter, B., Deelman, B., & van Koten, G. (2000) · The Journal of Organic Chemistry · doi:10.1021/jo000312k · Cited by 30

Synthesis of Fluorous Fullerene Adducts: Reversible Solubilization of Fullerenes in Perfluorinated Solvents

Wilson, S. R., Yurchenko, M. A., Schuster, D. I., Khong, A., & Saunders, M. (2000) · The Journal of Organic Chemistry · doi:10.1021/jo991008y · Cited by 25

A soluble fluorous phase polymer support

Bergbreiter, D. E., & Franchina, J. G. (1997) · Chemical Communications · doi:10.1039/a701754e · Cited by 21

Inhibition of Stannane-Mediated Radical Rearrangements by a Recoverable, Minimally Fluorous Selenol

Crich, D., Hao, X., & Lucas, M. A. (1999) · Organic Letters · doi:10.1021/ol990590+ · Cited by 20

Synthesis of 3-perfluoroalkyl-propyl esters of L-(+)-tartaric acid

Szlávik, Z., Tárkányi, G., Tarczay, G., Gömöry, Á., & Rábai, J. (1999) · Journal of Fluorine Chemistry · doi:10.1016/s0022-1139(99)00061-5 · Cited by 16

FLUOROUS METHOD GROWS FRIENDLIER

RITTER, S. (2001) · Chemical & Engineering News · doi:10.1021/cen-v079n048.p009 · Cited by 2

Nothing lasts forever: understanding microbial biodegradation of polyfluorinated compounds and perfluorinated alkyl substances

Wackett, L. P. (2022) · Microbial Biotechnology · doi:10.1111/1751-7915.13928 · Cited by 165

A highly selective dispersive liquid–liquid microextraction approach based on the unique fluorous affinity for the extraction and detection of per- and polyfluoroalkyl substances coupled with high performance liquid chromatography tandem–mass spectrometry

Wang, J., Shi, Y., & Cai, Y. (2018) · Journal of Chromatography A · doi:10.1016/j.chroma.2018.02.047 · Cited by 64