| Preface |
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xi | |
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1 | (51) |
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2 | (21) |
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3 | (2) |
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Nickel from Nickel Formate |
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5 | (2) |
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7 | (12) |
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19 | (1) |
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20 | (3) |
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23 | (3) |
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23 | (1) |
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24 | (1) |
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25 | (1) |
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26 | (1) |
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26 | (2) |
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28 | (1) |
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Platinum Group Metal Catalysts |
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29 | (13) |
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30 | (4) |
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34 | (4) |
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38 | (2) |
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40 | (1) |
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41 | (1) |
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42 | (1) |
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42 | (1) |
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The Oxide and Sulfide Catalysts of Transition Metals Other than Rhenium |
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43 | (9) |
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Reactors and Reaction Conditions |
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52 | (12) |
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52 | (1) |
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53 | (11) |
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53 | (6) |
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Temperature and Hydrogen Pressure |
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59 | (5) |
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64 | (84) |
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Isolated Double Bonds: General Aspects |
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65 | (3) |
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Hydrogenation and Isomerization |
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68 | (4) |
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Alkyl-Substituted Ethylenes |
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72 | (5) |
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Selective Hydrogenation of Isolated Double Bonds |
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77 | (7) |
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Fatty Acid Esters and Glyceride Oils |
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84 | (8) |
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92 | (8) |
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Aryl-Substituted Ethylenes |
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92 | (1) |
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α,β-Unsaturated Acids and Esters |
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93 | (1) |
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94 | (6) |
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Stereochemistry of the Hydrogenation of Carbon--Carbon Double Bonds |
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100 | (19) |
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Syn and Apparent Anti Addition of Hydrogen |
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100 | (5) |
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105 | (6) |
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111 | (8) |
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Selective Hydrogenations in the Presence of Other Functional Groups |
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119 | (29) |
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Isolated Double Bonds in the Presence of a Carbonyl Group |
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119 | (3) |
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Double Bonds Conjugated with a Carbonyl Group |
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122 | (7) |
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Stereochemistry of the Hydrogenation of Δ1,9-2-Octalone and Related Systems |
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129 | (7) |
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An Olefin Moiety in the Presence of Terminal Alkyne Function |
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136 | (1) |
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β-Alkoxy-α,β-Unsaturated Ketones (Vinylogous Esters) |
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137 | (11) |
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148 | (22) |
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Hydrogenation over Palladium Catalysts |
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149 | (11) |
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Hydrogenation over Nickel Catalysts |
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160 | (5) |
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Hydrogenation over Iron Catalysts |
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165 | (5) |
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Hydrogenation of Aldehydes and Ketones |
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170 | (56) |
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170 | (8) |
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Hydrogenation of Unsaturated Aldehydes to Unsaturated Alcohols |
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178 | (7) |
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185 | (15) |
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Aliphatic and Alicyclic Ketones |
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186 | (4) |
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190 | (3) |
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Hydrogenation Accompanied by Hydrogenolysis and Cyclization |
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193 | (4) |
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197 | (1) |
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198 | (2) |
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Stereochemistry of the Hydrogenation of Ketones |
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200 | (18) |
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Hydrogenation of Cyclohexanones to Axial Alcohols |
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200 | (5) |
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Hydrogenation of Cyclohexanones to Equatorial Alcohols |
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205 | (2) |
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Effects of a Polar Substituent and Heteroatoms in the Ring |
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207 | (1) |
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208 | (1) |
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209 | (3) |
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Hydrogenation of Fructose |
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212 | (1) |
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Enantioselective Hydrogenations |
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212 | (6) |
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Mechanistic Aspects of the Hydrogenation of Ketones |
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218 | (8) |
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Preparation of Amines by Reductive Alkylation |
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226 | (28) |
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Reductive Alkylation of Ammonia with Carbonyl Compounds |
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226 | (10) |
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Reductive Alkylation of Primary Amines with Carbonyl Compounds |
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236 | (5) |
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Preparation of Tertiary Amines |
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241 | (5) |
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Reductive Alkylation of Amine Precursors |
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246 | (1) |
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Alkylation of Amines with Alcohols |
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247 | (1) |
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Synthesis of Optically Active α-Amino Acids from α-Oxo Acids by Asymmetric Transamination |
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248 | (2) |
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Asymmetric Synthesis of 2-Substituted Cyclohexylamines |
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250 | (4) |
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Hydrogenation of Nitriles |
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254 | (32) |
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254 | (5) |
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Hydrogenation to Primary Amines |
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259 | (6) |
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Hydrogenation of Dinitriles to Aminonitriles |
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265 | (2) |
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Hydrogenation to Aldimines or Aldehydes |
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267 | (3) |
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Hydrogenation to Secondary and Tertiary Amines |
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270 | (3) |
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Hydrogenation Accompanied by Side Reactions |
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273 | (13) |
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273 | (2) |
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Hydroxy- and Alkoxynitriles |
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275 | (2) |
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Hydrogenation Accompanied by Cyclization |
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277 | (9) |
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Hydrogenation of Imines, Oximes, and Related Compounds |
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286 | (29) |
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286 | (4) |
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286 | (1) |
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Aliphatic N-Substituted Imines |
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287 | (1) |
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Aromatic N-Substituted Imines |
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288 | (2) |
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290 | (15) |
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291 | (10) |
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Hydrogenation to Hydroxylamines |
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301 | (1) |
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Hydrogenation Accompanied by Cyclization |
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302 | (3) |
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305 | (10) |
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305 | (5) |
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310 | (5) |
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Hydrogenation of Nitro, Nitroso, and Related Compounds |
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315 | (72) |
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Hydrogenation of Nitro Compounds: General Aspects |
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315 | (1) |
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Aliphatic Nitro Compounds |
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315 | (17) |
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315 | (1) |
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316 | (6) |
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Hydrogenation to Nitroso or Hydroxyimino and Hydroxyamino Compounds |
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322 | (5) |
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327 | (3) |
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Hydrogenation Accompanied by Cyclization |
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330 | (2) |
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332 | (31) |
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332 | (10) |
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342 | (5) |
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Hydrogenation of Dinitrobenzenes to Aminonitrobenzenes |
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347 | (3) |
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Selective Hydrogenations in the Presence of Other Unsaturated Functions |
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350 | (3) |
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Hydrogenation Accompanied by Condensation or Cyclization |
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353 | (6) |
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Hydrogenation to Hydroxylamines |
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359 | (3) |
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Hydrogenation to Hydrazobenzenes |
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362 | (1) |
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363 | (6) |
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369 | (2) |
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Other Nitrogen Functions Leading to the Formation of Amino Groups |
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371 | (16) |
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371 | (4) |
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375 | (2) |
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377 | (10) |
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Hydrogenation of Carboxylic Acids, Esters, and Related Compounds |
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387 | (27) |
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387 | (5) |
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Hydrogenation to Alcohols |
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387 | (4) |
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Hydrogenation to Aldehydes |
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391 | (1) |
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Esters, Lactones, and Acid Anhydrides |
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392 | (14) |
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392 | (6) |
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Hydrogenation of Unsaturated Esters to Unsaturated Alcohols |
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398 | (1) |
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Hydrogenation of Esters to Ethers |
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399 | (1) |
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399 | (3) |
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402 | (4) |
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Acid Amides, Lactams, and Imides |
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406 | (8) |
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Hydrogenation of Aromatic Compounds |
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414 | (83) |
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414 | (13) |
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Hydrogenation of Benzene to Cyclohexene |
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419 | (2) |
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Hydrogenation of Polyphenyl Compounds to Cyclohexylphenyl Derivatives |
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421 | (2) |
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Stereochemistry of Hydrogenation |
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423 | (4) |
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Phenols and Phenyl Ethers |
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427 | (20) |
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427 | (9) |
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Hydrogenation to Cyclohexanones |
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436 | (5) |
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441 | (6) |
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Aromatic Compounds Containing Benzyl--Oxygen Linkages |
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447 | (7) |
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Carboxylic Acids and Esters |
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454 | (5) |
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459 | (10) |
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Naphthalene and Its Derivatives |
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469 | (8) |
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Anthracene, Phenathrene, and Related Compounds |
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477 | (5) |
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Other Polynuclear Compounds |
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482 | (15) |
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Hydrogenation of Heterocyclic Aromatic Compounds |
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497 | (75) |
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497 | (50) |
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497 | (3) |
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Indoles and Related Compounds |
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500 | (4) |
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504 | (14) |
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Quinolines, Isoquinolines, and Related Compounds |
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518 | (14) |
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Polynuclear Compounds Containing a Bridgehead Nitrogen |
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532 | (2) |
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Polynuclear Compounds with More than One Nitrogen Ring |
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534 | (2) |
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Compounds with More than One Nitrogen Atom in the Same Ring |
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536 | (11) |
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547 | (15) |
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Furans and Related Compounds |
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547 | (7) |
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Pyrans, Pyrones, and Related Compounds |
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554 | (8) |
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562 | (10) |
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572 | (92) |
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Hydrogenolysis of Carbon--Oxygen Bonds |
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572 | (29) |
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572 | (3) |
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575 | (8) |
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583 | (11) |
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Stereochemistry of the Hydrogenolysis of Benzyl--Oxygen Compounds |
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594 | (4) |
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598 | (3) |
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Hydrogenolysis of Carbon--Nitrogen Bonds |
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601 | (6) |
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Hydrogenolysis of Organic Sulfur Compounds |
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607 | (16) |
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610 | (3) |
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613 | (1) |
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614 | (2) |
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616 | (1) |
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617 | (1) |
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Thiol Esters and Thioamides |
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618 | (1) |
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618 | (1) |
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Hydrogenolysis over Metal Sulfide Catalysts |
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619 | (1) |
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Sulfones, Sulfonic Acids, and Their Derivatives |
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620 | (2) |
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Stereochemistry of the Desulfurization with Raney Nickel |
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622 | (1) |
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Hydrogenolysis of Carbon--Halogen Bonds |
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623 | (17) |
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R--X Bonds at Saturated Carbons |
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623 | (6) |
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Activated Alkyl and Cycloalkyl Halides |
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629 | (2) |
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631 | (2) |
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633 | (4) |
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637 | (1) |
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Hydrogenolysis of Acid Chlorides to Aldehydes (the Rosenmund Reduction) |
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638 | (2) |
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Hydrogenolysis of Carbon--Carbon Bonds |
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640 | (11) |
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640 | (7) |
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647 | (1) |
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Open-Chain Carbon--Carbon Bonds |
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647 | (4) |
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Miscellaneous Hydrogenolyses |
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651 | (13) |
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Nitrogen--Oxygen and Nitrogen--Nitrogen Bonds |
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651 | (2) |
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653 | (11) |
| General Bibliography |
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664 | (1) |
| Author Index |
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665 | (14) |
| Subject Index |
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679 | |