Efficient preparation of fluorine compounds / edited by Herbert W. Roesky.

"This book brings together contributions written by leading researchers and covering a wide scope of fluorine chemistry. It is a comprehensive listing of methods for synthesizing fluorine compounds for a wide variety of compounds whereby the C-H bond is replaced by a C-F bond"-- Provided by publisher.

Includes index.

Machine generated contents note: Foreword Preface Contributors 1 Preparation of Elemental Fluorine Karl O. Christe 2 Preparation of Highly Active Caesium Fluoride Konrad Seppelt 3 Preparation of Highly Active Silver Fluoride Konrad Seppelt 4 A Room Temperature, Non-Irradiative Synthesis of Xenon Difluoride (XeF2) Ulf Breddemann, John R. DeBackere, Gary J. Schrobilgen 5 Efficient Perfluorination of K2B12H12 in Neutralizing Acetonitrile Dmitry V. Peryshkov, Steven H. Strauss 6 Efficient Preparation of the Highly Soluble ortho- and para-C60(CF2C6F5)2 Derivatives Igor V. Kuvychko, Bryon W. Larson, Steven H. Strauss, and Olga V. Boltalina 7 Synthesis of Cs[1-H-CB11F11] Josef Michl 8 Synthesis of Zero-Valent Trifluoromethyl Chalcogenato Derivatives, [NMe4]ECF3 (E = S, Se, Te) and Related Compounds Wieland Tyrra, Silke Kremer 9 Synthesis Methods for Exotic Inorganic Fluorides with Varied Applications Dayal T. Meshri, N.C. Mathur, Ritesh R. Jain 10 Tris(pentafluorophenyl)boran, B(C6F5)3, a Powerful, Well-soluble, and Non-oxidizing Lewis Acid and the Weakly Coordinating Tetrakis(pentafluorophenyl)borate Anion, [B(C6F5)4]? Hermann-Josef Frohn 11 Pentafluorophenyldifluoroboran, C6F5BF2, and Pentafluorophenyltrifluorosilane, C6F5SiF3, Versatile Reagents for Fluorine/Pentafluorophenyl Substitution Reactions in Strongly Oxidizing Hypervalent Non-metal Fluorides Hermann-Josef Frohn 12 Iodine(III and V) Fluorides: Interesting Fluorinating Agents Hermann-Josef Frohn 13 Tetramethylammonium Fluoride, [N(CH3)4]F, a Widely Applicable Reagent to Introduce Fluoride Ions and a Suitable Nucleophile to Initiate the Transfer of Perfluoroorganyl Groups to Electrophiles Hermann-Josef Frohn 14 Preparation of Transition Metal Sulfide Fluorides Michael Gerken 15 Transition Metal Carbonyl Sulfur Dioxide and Thiazylfluoride Complexes: Reactions at the Metal Center and at the Ligand Rudiger Mews 16 Cesium-, Mercury- and Silver-Salts with Sulfur-Nitrogen-Fluorine Anions: Useful Transfer-Reagents for NSF-Building Blocks Rudiger Mews 17 Laboratory-Scale Synthesis of Gold Trifluoride and Uranium Hexafluoride Thomas M. Klapotke 18 Preparation of Transition Metal Fluorides using ClF3 Ralf Haiges 19 Preparation of Fluorine Containing Molecular Halides and Hetero polar Salts with Elements of Group 15 and Niobium and Tantalum Halides Lothar Kolditz 20 Fluoro- and Fluorohydroxy Complexes of As, Sb, and Sn Lothar Kolditz 21 Trifluoromethyl Compounds via Electrophilic and Nucleophilic Reactions Jeanne M. Shreeve 22 Introduction of Fluorine into Compounds via Electrophilic and Nucleophilic Reactions Jeanne M. Shreeve 23 The?Real? Iodine and Bromine Mono-Fluorides Shlomo Rozen 24 The Versatile Chemistry of Acetyl Hypofluorite? Hypofluorite not Bonded to Polyhaloalkyl group Shlomo Rozen 25 Direct Fluorination of Organic Compounds with Elemental Fluorine Shlomo Rozen 26 The Surprising Chemistry of Bromine Trifluoride Shlomo Rozen 27 Preparation of Silicon- and Sulfur-Based Fluorinated Methane Derivatives as Versatile Fluoromethylation Reagents G.K. Surya Prakash, Fang Wang 28 Pentafluoroethyl Lithium: Reactions with Carbonyl Compounds and Epoxides Gerd-Volker Roschenthaler 29 Synthesis of?-hydroxy-[alpha], [alpha]-difluoromethylenephosphonates Gerd-Volker Roschenthaler 30 Synthesis of Pentafluoro-?6-sulfanyl Substituted Acetylenes for Liquid Crystals Gerd-Volker Roschenthaler 31 Delocalized Lipophilic Cations as a Source of Naked Fluoride and Phase-transfer Catalysts Gerd-Volker Roschenthaler 32 Methyltrifluoropyruvate Imines Possessing N-oxalyl and N-phosphonoformyl Groups? Precursors to a Variety of [alpha]-CF3-[alpha]-amino Acid Derivatives Gerd-Volker Roschenthaler 33 Rhodium-mediated Synthesis of (3,3,3-Trifluoropropyl)trimethoxysilane and (3,3,3 trifluoropropyl)triphenylsilane Falk Wehmeier, Thomas Braun 34 Rhodium-mediated Synthesis of a Tetrafluoropyridyl-2-boronate Ester Michael Teltewskoi, Thomas Braun 35 Palladium-mediated Synthesis of 4-Vinyltetrafluoropyridine and 2,3,5,6-Tetrafluoropyridine David Breyer, Thomas Braun 36 Preparation of Polyfluoroaryl-1,2-difluorovinylsilanes Donald J. Burton, Ba V. Nguyen 37Preparation of (Z)-2-iodo-1,2-difluorostyrenes Donald J. Burton, Ling Xue 38 Preparation of 1,4-Bis(Z-2-iodo-1,2-difluoroethenyl)benzene Donald J. Burton, Craig A. Wesolowski 39Stereospecific Carboamidation Route to (Z)-N-Phenyl-2,3-difluoro-3-(triethylsilyl) acrylamide Donald J. Burton, Craig A. Wesolowski 40 Preparation of 2-Trifluoromethyl-3,3,3-trifluoropropanal Donald J. Burton, Donald A. Wiebe 41 Synthesis of Tetrafluorocatechol Sudharsanam Ramanathan, Dayong Sang, Vivek Kumar, David M. Lemal 42 Preparation of an Unsymmetrial Bis((perfluoroalkyl)sulfonyl)imide Darryl D. DesMarteau, Thomas D. Hickman 43 Preparation of Perfluoroalkyl Sulfilimines and Sulfoximines Emmanuel Magnier 44 Preparation of Trifluoromethylsulfonium Salts Emmanuel Magnier 45 Preparation of Organometallic Fluorides of Main Group and Transition Elements Herbert W. Roesky 46 Preparation of Pentafluorosulfanyl Carbonyl Compounds John T. Welch 47 Preparation of Power-variable Electrophilic Trifluoromethylating Agents, S-(Trifluoromethyl)dibenzothiophenium Salts Series Teruo Umemoto 48 Synthesis of Fluorine Containing Heterocycles from [alpha], [alpha]-Dihydropolyfluoroalkylsulfides and Fluorinated Thiocarboxylic Acids Vadim M. Timoshemko, Yuriy G. Shermolovich 49 Synthesis of Octafluorocyclooctatetraene John M. Buzby, Aldos C. Barefoot, III, Michael W. Grayston, Evan D. Laganis, Roy F. Waldron, David M. Lemal 50 Preparation of Fluoroolefins Moritz F. Kuhnel, Dieter Lentz 51 Preparation of Ionic Liquids of Fluorocomplex and Oxofluorocomplex Anions by Fluoroacid-base Reactions Kazuhiko Matsumoto, Rika Hagiwara 52 Synthesis of Difluorocyclopropyl Building Blocks: 2,2-Difluorocyclopropylmethanol and 2-(Bromomethyl)-1,1-Difluorocyclopropane Wei Xu, William R. Dolbier, Jr. 53 Preparation of 1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane and Perfluoro[2.2]paracyclophane William R. Dolbier, Jr., Jian-Xi Duan, Alex J. Roche, Lianhao Zhang 54 Efficient Preparation of Bioorganic Fluorine Compounds Xiao-Long Qiu 55 1,3-Dipolar Cycloaddition Reactions to Fluoroalkenes Hanna Wojtowicz-Rajchel, Henryk Koroniak 56 Synthesis of Fluorinated Vinyl Derivatives of Nucleic Acid Bases Hanna Wojtowicz-Rajchel, Donata Pluskota-Karwatka, Henryk Koroniak 57 Synthesis of CF3-substituted Aziridine Ring by the Gabriel Reaction Tomasz Cytlak, Bartosz Marciniak, Henryk Koroniak 58 Preparation of [alpha]-Fluoro Amino and [alpha]-Fluoro Enamino Reagents Henryk Koroniak, Justyna Walkowiak 59 Synthesis of Original Fluoromonomers and Their Radical copolymerization with Vinylidene fluoride Bruno Ameduri 60 Convergent 18F Radiosynthesis V. Gouverneur, O. Lozano 61 Asymmetric Fluorocyclization Reactions V. Gouverneur. O. Lozano 62 Preparation of Allylic Fluorides V. Gouverneur, O. Lozano 63 Dehydroxyfluorinations of Primary or Secondary Alcohols Using Perfluoro n-butylsulfonyl Fluoride (nonaflyl Fluoride, NfF) in Combination with 1,8-Diaza-bicyclo[5.4.0]undec-7-ene (DBU) Orlin Petrov, Matthias Schneider, Rolf Bohlmann, Stephan Vettel, Helmut Vorbruggen 64 Preparation of Rare Earth Fluorosulfides and Oxyfluorosulfides A. Demourgues, A. Tressaud 65 Preparation of Carbon-Fluorine Compounds and Fluoride or Oxide Fluoride-Intercalated Graphites Tsuyoshi Nakajima 66 Safe Synthesis of Superstoichiometric Mesoporous Fluorocarbons Valentin N. Mitkin 67 Preparation of Fluorinated?-Alumina Erhard Kemnitz, Toma? Skapin, John M. Winfield Index.

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Includes bibliographical references and index.

EFFICIENT PREPARATIONS OF FLUORINE COMPOUNDS; CONTENTS; FOREWORD; PREFACE; CONTRIBUTORS; CHAPTER 1 Preparation of Elemental Fluorine; 1.1 PREPARATION OF K2MNF6; 1.2 PREPARATION OF F2; REFERENCES; CHAPTER 2 Preparation of Highly Active Cesium Fluoride; 2.1 PREPARATION OF PURE CsF; CHAPTER 3 Preparation of Highly Active Silver Fluoride; 3.1 PREPARATION OF PURE AgF; REFERENCE; CHAPTER 4 A Room-Temperature Non-Irradiative Synthesis of XeF2; REFERENCES; CHAPTER 5 Efficient Perfluorination of K2B12H12 in Neutral Acetonitrile; 5.1 PREPARATIONS OF K2B12F12 AND CS2B12F12; REFERENCES.

CHAPTER 6 Efficient Preparation of the Highly Soluble ortho- and para-C60(CF2C6F5)2 Derivatives6.1 PREPARATIONS OF ortho- AND para-C60(CF2C6F5)2; REFERENCES; CHAPTER 7 Synthesis of Cs[1-H-CB11F11]; ACKNOWLEDGMENT; REFERENCES; CHAPTER 8 Synthesis of Zero-Valent Trifluoromethyl Chalcogenato Derivatives, [NMe4]ECF3 (E = S, Se, Te), and Related Compounds; 8.1 PREPARATION OF [NMe4]SCF3; 8.2 PREPARATION OF [NMe4]SeCF3; 8.3 PREPARATION OF [NMe4]TeCF3; REFERENCES; CHAPTER 9 Synthesis Methods for Exotic Inorganic Fluorides with Varied Applications; 9.1 PREPARATION OF COPPER FLUORIDE (CuF2).

9.2 PREPARATION OF POTASSIUM HEXAFLUORONICKELATE (K2NiF6)9.3 PREPARATION OF SILVER FLUORIDE (AgF); 9.4 PREPARATION OF SILVER DIFLUORIDE (AgF2); 9.5 PREPARATION OF TRIETHYLAMINE TRIHYDROGEN FLUORIDE ((C2H5)3N·3HF); 9.6 PREPARATION OF LITHIUM TETRAFLUOROBORATE (LiBF4); 9.7 PREPARATION OF NITRONIUM TETRAFLUOROBORATE (NO2BF4); 9.8 PREPARATION OF SILVER TETRAFLUOROBORATE (AgBF4); 9.9 PREPARATION OF HEXAFLUOROPHOSPHORIC ACID (HPF6); 9.10 PREPARATION OF LITHIUM HEXAFLUOROPHOSPHATE (LiPF6); 9.11 PREPARATION OF POTASSIUM HEXAFLUOROPHOSPHATE (KPF6); 9.12 PREPARATION OF ALUMINUM TRIFLATE (Al(CF3SO3)3).

9.13 PREPARATION OF COPPER TRIFLATE (Cu(CF3SO3)2)9.14 PREPARATION OF LANTHANUM TRIFLATE (La(CF3SO3)3); 9.15 PREPARATION OF LITHIUM TRIFLATE (LiCF3SO3); 9.16 PREPARATION OF SILVER TRIFLATE (AgCF3SO3); 9.17 PREPARATION OF MAGIC ACID (FSO3H·SbF5); 9.18 PREPARATION OF HEXAFLUOROANTIMONIC ACID (HSbF6); APPENDIX A; REFERENCES; CHAPTER 10 Tris(pentafluorophenyl)borane, B(C6F5)3, a Powerful, Well-Soluble, Nonoxidizing Lewis Acid and the Weakly Coordinating Tetrakis(pentafluorophenyl)borate Anion, [B(C6F5)4]-; 10.1 PREPARATION OF TRIS(PENTAFLUOROPHENYL)BORANE.

10.2 PREPARATION OF CESIUM TETRAKIS(PENTAFLUOROPHENYL)BORATEREFERENCES; CHAPTER 11 Pentafluorophenyldifluoroborane, C6F5BF2, and Pentafluorophenyltrifluorosilane, C6F5SiF3, Versatile Reagents for Fluorine/Pentafluorophenyl Substitution Reactions in Strongly Oxidizing Hypervalent Nonmetal Fluorides; 11.1 PREPARATION OF POTASSIUM PENTAFLUOROPHENYLTRIFLUOROBORATE; 11.2 PREPARATION OF PENTAFLUOROPHENYLDIFLUOROBORANE; 11.3 PREPARATION OF PENTAFLUOROPHENYLTRIFLUOROSILANE; REFERENCES; CHAPTER 12 Iodine(III and V) Fluorides: Interesting Fluorinating Agents.