LEADER 05187nam 2200601 a 450 001 9910144297203321 005 20170815105523.0 010 $a1-280-51959-2 010 $a9786610519590 010 $a3-527-60393-X 010 $a3-527-60419-7 035 $a(CKB)1000000000376383 035 $a(EBL)482113 035 $a(OCoLC)68623535 035 $a(SSID)ssj0000204331 035 $a(PQKBManifestationID)11172942 035 $a(PQKBTitleCode)TC0000204331 035 $a(PQKBWorkID)10176359 035 $a(PQKB)10538143 035 $a(MiAaPQ)EBC482113 035 $a(EXLCZ)991000000000376383 100 $a20041018d2004 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 10$aModern fluoroorganic chemistry$b[electronic resource] $esynthesis, reactivity, applications /$fPeer Kirsch 210 $aWeinheim $cWiley-VCH$dc2004 215 $a1 online resource (322 p.) 300 $aDescription based upon print version of record. 311 $a3-527-30691-9 320 $aIncludes bibliographical references and index. 327 $aModern Fluoroorganic Chemistry; Contents; Preface; List of Abbreviations; 1 Introduction; 1.1 Why Organofluorine Chemistry?; 1.2 History; 1.3 The Basic Materials; 1.3.1 Hydrofluoric Acid; 1.3.2 Fluorine; 1.4 The Unique Properties of Organofluorine Compounds; 1.4.1 Physical Properties; 1.4.2 Chemical Properties; 1.4.3 Ecological Impact; 1.4.3.1 Ozone Depletion by Chlorofluorocarbons; 1.4.3.2 Greenhouse Effect; 1.4.4 Physiological Properties; 1.4.5 Analysis of Fluorochemicals: (19)F NMR Spectroscopy; 2 Synthesis of Complex Organofluorine Compounds; 2.1 Introduction of Fluorine 327 $a2.1.1 Perfluorination and Selective Direct Fluorination2.1.2 Electrochemical Fluorination (ECF); 2.1.3 Nucleophilic Fluorination; 2.1.3.1 Finkelstein Exchange; 2.1.3.2 "Naked" Fluoride; 2.1.3.3 Lewis Acid-assisted Fluorination; 2.1.3.4 The "General Fluorine Effect"; 2.1.3.5 Amine-Hydrogen Fluoride and Ether-Hydrogen Fluoride Reagents; 2.1.3.6 Hydrofluorination, Halofluorination, and Epoxide Ring Opening; 2.1.4 Synthesis and Reactivity of Fluoroaromatic Compounds; 2.1.4.1 Synthesis of Fluoroaromatic Compounds; 2.1.4.2 Reductive Aromatization; 2.1.4.3 The Balz-Schiemann Reaction 327 $a2.1.4.4 The Fluoroformate Process2.1.4.5 Transition Metal-assisted Oxidative Fluorination; 2.1.4.6 The Halex Process; 2.1.4.7 Think Negative! - "Orthogonal" Reactivity of Perfluoroaromatic and Perfluoroolefinic Systems; 2.1.4.8 The "Special Fluorine Effect"; 2.1.4.9 Aromatic Nucleophilic Sustitution; 2.1.4.10 Activation of the Carbon-Fluorine Bond by Transition Metals; 2.1.4.11 Activation of Fluoroaromatic Compounds by ortho-Metalation; 2.1.5 Transformations of Functional Groups; 2.1.5.1 Hydroxy into Fluoro; 2.1.5.2 Conversion of Carbonyl into gem-Difluoromethylene 327 $a2.1.5.3 Carboxyl into Trifluoromethyl2.1.5.4 Oxidative Fluorodesulfuration; 2.1.6 "Electrophilic" Fluorination; 2.1.6.1 Xenon Difluoride; 2.1.6.2 Perchloryl Fluoride and Hypofluorides; 2.1.6.3 "NF"-Reagents; 2.2 Perfluoroalkylation; 2.2.1 Radical Perfluoroalkylation; 2.2.1.1 Structure, Properties, and Reactivity of Perfluoroalkyl Radicals; 2.2.1.2 Preparatively Useful Reactions of Perfluoroalkyl Radicals; 2.2.1.3 "Inverse" Radical Addition of Alkyl Radicals to Perfluoroolefins; 2.2.2 Nucleophilic Perfluoroalkylation; 2.2.2.1 Properties, Stability, and Reactivity of Fluorinated Carbanions 327 $a2.2.2.2 Perfluoroalkyl Metal Compounds2.2.2.3 Perfluoroalkyl Silanes; 2.2.3 "Electrophilic" Perfluoroalkylation; 2.2.3.1 Properties and Stability of Fluorinated Carbocations; 2.2.3.2 Aryl Perfluoroalkyl Iodonium Salts; 2.2.3.3 Perfluoroalkyl Sulfonium, Selenonium, Telluronium, and Oxonium Salts; 2.2.4 Difluorocarbene and Fluorinated Cyclopropanes; 2.3 Selected Fluorinated Structures and Reaction Types; 2.3.1 Difluoromethylation and Halodifluoromethylation; 2.3.2 The Perfluoroalkoxy Group; 2.3.3 The Perfluoroalkylthio Group and Sulfur-based Super-electron-withdrawing Groups 327 $a2.3.4 The Pentafluorosulfuranyl Group and Related Structures 330 $aIn this handbook, Peer Kirsch clearly shows that this exciting field is no longer an exotic area of research. Aimed primarily at synthetic chemists wanting to gain a deeper understanding of the fascinating implications of including the highly unusual element fluorine in organic compounds, the main part of the book presents a wide range of synthetic methodologies and the experimental procedures selected undeniably show that this can be done with standard laboratory equipment. To round off, the author looks at fluorous chemistry and the applications of organofluorine compounds in liquid crystals 606 $aOrganofluorine compounds 608 $aElectronic books. 615 0$aOrganofluorine compounds. 676 $a547.02 676 $a547.6 700 $aKirsch$b Peer$0924947 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910144297203321 996 $aModern fluoroorganic chemistry$92075993 997 $aUNINA