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Palladium on carbon

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Smith, Amos B.; Zhu, Wenyu; Shirakami, Shohei; Sfouggatakis, Chris; Doughty, Victoria A.; Bennett, Clay S.; Sakamoto, Yasuharu (2003-03-01). "Total Synthesis of (+)-Spongistatin 1. An Effective Second-Generation Construction of an Advanced EF Wittig Salt, Fragment Union, and Final Elaboration".
399:
Ram, Siya; Ehrenkaufer, Richard E. (1984). "A general procedure for mild and rapid reduction of aliphatic and aromatic nitro compounds using ammonium formate as a catalytic hydrogen transfer agent".
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Liebeskind, Lanny S.; Peña-Cabrera, Eduardo (2000). "Stille couplings catalyzed by palladium-on-carbon with CuI as a co-catalyst: synthesis of 2-(4'-Acetylhenyl)thiophene".
181: 258:. The palladium(II) is then reduced by the addition of formaldehyde. Palladium loading is typically between 5% and 10%. Often the catalyst mixture is stored moist. 383: 331: 582: 482:
Musliner, Walter J.; Gates, Jr, John W. (1971). "Dehydroxylation of Phenols; Hydrogenolysis of Phenolic Ethers: Biphenyl".
177: 104: 196:. Such reactions are helpful in deprotection strategies. Particularly common substrates for hydrogenolysis are 282: 144: 401: 169: 50: 321: 577: 272: 243: 173: 553: 464: 456: 379: 327: 297: 247: 223: 165: 545: 518: 491: 448: 418: 410: 356: 287: 277: 255: 136: 132: 587: 267: 231: 227: 60: 193: 98: 414: 347:
Romanelli, Michael G.; Becker, Ernest I. (1967). "Ethylp-dimethylaminophenylacetate".
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Other labile substituents are also susceptible to cleavage by this reagent.
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Handbook of Heterogeneous Catalytic Hydrogenation for Organic Synthesis
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Except where otherwise noted, data are given for materials in their
326:(1st ed.). New York: Wiley-Interscience. pp. 34–38. 204: 378:(6th ed.). John Wiley & Sons. p. 1816. 59: 536:Mozingo, Ralph (1946). "Palladium catalysts". 192:Palladium on carbon is a common catalyst for 8: 160:Palladium on carbon is used for catalytic 15: 422: 374:Smith, Michael B.; March, Jerry (2007). 315: 313: 309: 222:Palladium on carbon is also used for 7: 182:reduction of imines and Schiff bases 376:March's Advanced Organic Chemistry 14: 22: 101:(at 25 Â°C , 100 kPa). 38:Palladium on carbon, Pd/C, Pd-C 1: 415:10.1016/S0040-4039(01)91034-2 184:and debenzylation reactions. 604: 320:Nishimura, Shigeo (2001). 95: 70: 43: 35: 30: 21: 550:10.15227/orgsyn.026.0077 523:10.15227/orgsyn.077.0135 496:10.15227/orgsyn.051.0082 361:10.15227/orgsyn.047.0069 178:nitro compound reduction 583:Hydrogenation catalysts 226:. Examples include the 119:, often referred to as 283:Rhodium-platinum oxide 209: 208: 17:Palladium on carbon 402:Tetrahedron Letters 170:reductive amination 168:. Examples include 117:Palladium on carbon 18: 273:Platinum on carbon 244:palladium chloride 224:coupling reactions 218:Coupling reactions 210: 174:carbonyl reduction 105:Infobox references 16: 538:Organic Syntheses 511:Organic Syntheses 484:Organic Syntheses 453:10.1021/ol034037a 409:(32): 3415–3418. 385:978-0-471-72091-1 349:Organic Syntheses 298:Urushibara nickel 250:is combined with 248:hydrochloric acid 166:organic synthesis 113:Chemical compound 111: 110: 595: 562: 561: 533: 527: 526: 506: 500: 499: 479: 473: 472: 435: 429: 428: 426: 396: 390: 389: 371: 365: 364: 344: 338: 337: 317: 288:Lindlar catalyst 278:Platinum dioxide 256:activated carbon 139:to maximize its 137:activated carbon 63: 26: 19: 603: 602: 598: 597: 596: 594: 593: 592: 568: 567: 566: 565: 535: 534: 530: 508: 507: 503: 481: 480: 476: 441:Organic Letters 437: 436: 432: 398: 397: 393: 386: 373: 372: 368: 346: 345: 341: 334: 319: 318: 311: 306: 268:Palladium black 264: 240: 232:Stille reaction 228:Suzuki reaction 220: 190: 158: 153: 131:. The metal is 123:, is a form of 114: 107: 102: 66: 53: 39: 12: 11: 5: 601: 599: 591: 590: 585: 580: 570: 569: 564: 563: 528: 501: 474: 447:(5): 761–764. 430: 391: 384: 366: 339: 332: 308: 307: 305: 302: 301: 300: 295: 290: 285: 280: 275: 270: 263: 260: 254:suspension of 242:A solution of 239: 236: 219: 216: 212: 211: 194:hydrogenolysis 189: 188:Hydrogenolysis 186: 162:hydrogenations 157: 154: 152: 149: 112: 109: 108: 103: 99:standard state 96: 93: 92: 87: 81: 80: 77: 73: 72: 68: 67: 65: 64: 56: 54: 49: 46: 45: 41: 40: 37: 33: 32: 28: 27: 13: 10: 9: 6: 4: 3: 2: 600: 589: 586: 584: 581: 579: 576: 575: 573: 559: 555: 551: 547: 543: 539: 532: 529: 524: 520: 516: 512: 505: 502: 497: 493: 489: 485: 478: 475: 470: 466: 462: 458: 454: 450: 446: 442: 434: 431: 425: 424:2027.42/25034 420: 416: 412: 408: 404: 403: 395: 392: 387: 381: 377: 370: 367: 362: 358: 354: 350: 343: 340: 335: 333:9780471396987 329: 325: 324: 316: 314: 310: 303: 299: 296: 294: 291: 289: 286: 284: 281: 279: 276: 274: 271: 269: 266: 265: 261: 259: 257: 253: 249: 245: 237: 235: 233: 229: 225: 217: 215: 207: 203: 202: 201: 199: 198:benzyl ethers 195: 187: 185: 183: 179: 175: 171: 167: 163: 156:Hydrogenation 155: 150: 148: 146: 142: 138: 134: 130: 126: 122: 118: 106: 100: 94: 91: 88: 86: 83: 82: 79:Black powder 78: 75: 74: 69: 62: 58: 57: 55: 52: 48: 47: 42: 34: 29: 25: 20: 541: 537: 531: 514: 510: 504: 487: 483: 477: 444: 440: 433: 406: 400: 394: 375: 369: 352: 348: 342: 322: 293:Raney nickel 241: 221: 213: 191: 159: 141:surface area 120: 116: 115: 44:Identifiers 36:Other names 238:Preparation 76:Appearance 71:Properties 572:Categories 304:References 127:used as a 90:Aqua regia 85:Solubility 51:CAS Number 578:Palladium 544:: 77–82. 461:1523-7060 133:supported 125:palladium 61:7440-05-3 558:20280763 469:12605509 262:See also 145:activity 129:catalyst 517:: 138. 252:aqueous 588:Carbon 556:  490:: 82. 467:  459:  382:  355:: 69. 330:  180:, the 31:Names 554:PMID 465:PMID 457:ISSN 380:ISBN 328:ISBN 246:and 230:and 151:Uses 143:and 121:Pd/C 546:doi 519:doi 492:doi 449:doi 419:hdl 411:doi 357:doi 164:in 135:on 574:: 552:. 542:26 540:. 515:77 513:. 488:51 486:. 463:. 455:. 443:. 417:. 407:25 405:. 353:47 351:. 312:^ 234:. 200:: 176:, 172:, 147:. 560:. 548:: 525:. 521:: 498:. 494:: 471:. 451:: 445:5 427:. 421:: 413:: 388:. 363:. 359:: 336:.

Index


CAS Number
7440-05-3
Solubility
Aqua regia
standard state
Infobox references
palladium
catalyst
supported
activated carbon
surface area
activity
hydrogenations
organic synthesis
reductive amination
carbonyl reduction
nitro compound reduction
reduction of imines and Schiff bases
hydrogenolysis
benzyl ethers

coupling reactions
Suzuki reaction
Stille reaction
palladium chloride
hydrochloric acid
aqueous
activated carbon
Palladium black

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