| Preface |
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ix | |
| General Remarks |
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x | |
| Abbreviations |
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xi | |
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1 | (13) |
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Effect of Fluorine on Physical Properties |
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1 | (9) |
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1 | (2) |
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Effect of the Electron-withdrawing Nature of Fluorine |
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3 | (1) |
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3 | (2) |
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5 | (2) |
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Conformational Preference Including Hydrogen Bonding Ability |
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7 | (2) |
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Steric Size of Fluorine-containing Groups |
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9 | (1) |
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Effect of Fluorine on Chemical Reactivity |
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10 | (4) |
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Stability of Cationic or Anionic Species Next to Fluorine or Fluoroalkyl Groups |
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10 | (4) |
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SN1 and SN2 Reactivity of Fluorinated Materials |
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14 | (17) |
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Preparation of Fluorine-containing Materials |
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16 | (4) |
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Handling Fluorinated Materials |
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20 | (1) |
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21 | (10) |
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Preparation of Monofluorinated Materials |
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31 | (48) |
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31 | (18) |
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Nucleophilic Fluorination (Substitution) |
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31 | (11) |
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Nucleophilic Fluorination (Addition) |
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42 | (2) |
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Nucleophilic Fluorination (Miscellaneous) |
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44 | (1) |
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Electrophilic Fluorination |
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45 | (4) |
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Carbon-Carbon Bond-forming Reactions |
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49 | (19) |
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49 | (4) |
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53 | (4) |
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Rearrangement and Cycloaddition |
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57 | (2) |
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59 | (3) |
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62 | (6) |
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Removal of Fluorine from Difluorinated Materials |
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68 | (2) |
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Optically Active Materials by Bioorganic Methods |
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70 | (2) |
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72 | (2) |
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74 | (5) |
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Preparation of Difluorinated Materials |
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79 | (42) |
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79 | (4) |
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Nucleophilic Fluorination |
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79 | (2) |
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Electrophilic Fluorination |
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81 | (1) |
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82 | (1) |
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83 | (2) |
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Introduction of Difluoromethyl and Related Groups |
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85 | (6) |
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Carbon-Carbon Bond-forming Reactions |
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91 | (15) |
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Reformatsky Type Reactions |
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91 | (4) |
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Aldol Reactions and Claisen Condensation |
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95 | (3) |
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98 | (2) |
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100 | (2) |
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Alkylations and Acylations |
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102 | (4) |
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Removal of Fluorine from Trifluorinated Materials |
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106 | (5) |
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111 | (4) |
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Oxidations and Reductions |
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115 | (3) |
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118 | (3) |
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Preparation of Trifluorinated Materials |
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121 | (88) |
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Introduction of a Trifluoromethyl Group |
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121 | (11) |
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Introduction of a Trifluoromethyl Group (Nucleophilic) |
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121 | (6) |
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Introduction of a Trifluoromethyl Group (Electrophilic, Radical) |
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127 | (4) |
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Introduction of a Trifluoromethyl Group (Miscellaneous) |
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131 | (1) |
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Conversion to a Trifluoromethyl Group |
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132 | (3) |
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Carbon-Carbon Bond-forming Reactions |
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135 | (40) |
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135 | (5) |
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140 | (6) |
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146 | (2) |
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Diels-Alder Reactions and 1,3-Dipolar Cycloadditions |
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148 | (4) |
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152 | (2) |
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154 | (4) |
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158 | (8) |
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166 | (6) |
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172 | (3) |
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Reactions with Hetero Nucleophiles |
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175 | (8) |
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Reactions with Nitrogen Nucleophiles |
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175 | (2) |
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Reactions with Oxygen Nucleophiles |
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177 | (4) |
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Reaction with a Sulfur Nucleophile |
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181 | (2) |
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183 | (1) |
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Oxidations and Reductions |
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184 | (10) |
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184 | (5) |
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189 | (5) |
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194 | (5) |
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194 | (4) |
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198 | (1) |
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199 | (10) |
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Preparation of Poly- or Perfluorinated Materials |
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209 | (24) |
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Introduction of Poly- or Perfluorinated Groups |
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209 | (7) |
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Introduction of Poly- or Perfluorinated Groups (Nucleophilic) |
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209 | (3) |
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Introduction of Poly- or Perfluorinated Groups (Electrophilic, Radical) |
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212 | (4) |
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Carbon-Carbon Bond-forming Reactions |
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216 | (14) |
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216 | (5) |
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221 | (2) |
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223 | (2) |
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225 | (3) |
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228 | (2) |
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230 | (3) |
| Appendix Representative Distributors of Fluorochemicals |
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233 | (2) |
| Appendix Availability of Fluorinated Reagents |
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235 | (4) |
| Compound Index |
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239 | (4) |
| Reagent Index |
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243 | (4) |
| Product Index |
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247 | (9) |
| Author Index |
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256 | |