Knowledge

Deoxygenation

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Tsurugi, Hayato; Mashima, Kazushi (2019). "Salt-Free Reduction of Transition Metal Complexes by Bis(trimethylsilyl)cyclohexadiene, -dihydropyrazine, and -4,4′-bipyridinylidene Derivatives".
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Takuya Nakagiri; Masahito Murai; Kazuhiko Takai (2015). "Stereospecific Deoxygenation of Aliphatic Epoxides to Alkenes under Rhenium Catalysis".
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Phosphorus occurs in nature as oxides, so to produce elemental form of the element, deoxygenation is required. The main method involves
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Deoxygenation is an important goal of the conversion of biomass to useful fuels and chemicals. Partial deoxygenation is effected by
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is formed quantitatively in this reaction and therefore the reagent is used for the analytical detection of many oxo compounds.
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main group compounds are useful reagents for certain deoxygenations conducted on laboratory scale. The highly oxophilic reagent
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David P. Sebesta "Hexachlorodisilane" in Encyclopedia of Reagents for Organic Synthesis John Wiley, London, 2001.
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Podyacheva, Evgeniya; Kuchuk, Ekaterina; Chusov, Denis (2019). "Reduction of phosphine oxides to phosphines".
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Sheldon, Roger A. (2014). "Green and sustainable manufacture of chemicals from biomass: state of the art".
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A chemical reagent for the deoxygenation of many sulfur and nitrogen oxo compounds is the combination
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is based on the activation of the sulfoxide by a trifluoroacetyl group and oxidation of iodine.
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Oxygen groups can also be removed by the reductive coupling of ketones, as illustrated by the
156: 402:, Martha A. Umbreit (1981). "Deoxygenation of Epoxides with Lower Valent Tungsten Halides: 121: 77:
The main examples involving the replacement of an oxo group by two hydrogen atoms (A=O → AH
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atoms from a molecule. The term also refers to the removal of molecular oxygen (O
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Nitroaromatics are deoxygenated by strongly reducing silyl reagents such as
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Trifluoroacetic anhydride-sodium iodide reagent. Nature and applications
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can be deoxygenated using the oxophilic reagent produced by combining
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Stoichiometric reactions that effect deoxygenation include the
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as the reagent. Conditions are typically more forcing than
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group by hydrogen (A-OH → A-H) is the point of the
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Chemical reaction removing oxygen atoms from a molecule
528: 189: 19:"Deoxy" redirects here. For the PokĂ©mon species, see 183:-cyclododecene oxide, which occurs with retention. 371: 583: 468: 201:N,N'-bis(trimethylsilyl)-4,4'-bipyridinylidene 64: 519:Article Online Posting Date: April 15, 2001. 85:. Typical examples use metal catalysts and H 285:. For example, in the deoxygenation of the 215:(i.e., carbon is the deoxygenation agent). 69: 174: 100:for aryl ketones. The replacement of a 115: 53:as well a type of reaction employed in 584: 41:) from gases and solvents, a step in 13: 265:) stereospecifically deoxygenates 190:Deoxygenation of S-O and P-O bonds 14: 608: 323: 303: 144: 131: 557: 522: 505: 462: 427: 392: 365: 343:Preparation of stable carbenes 1: 471:Accounts of Chemical Research 358: 106:Barton–McCombie deoxygenation 543:10.1016/j.tetlet.2018.12.070 483:10.1021/acs.accounts.8b00638 272: 206: 194: 7: 448:10.1021/acs.orglett.5b01583 331: 10: 613: 65:Deoxygenation of C-O bonds 18: 279:trifluoroacetic anhydride 33:involving the removal of 517:10.1002/047084289X.rh007 421:10.15227/orgsyn.060.0029 592:Organic redox reactions 110:Markó–Lam deoxygenation 98:Wolff–Kishner reduction 213:carbothermic reduction 184: 178: 157:tungsten hexachloride 70:With replacement by H 116:Biomass valorization 531:Tetrahedron Letters 348:Ocean deoxygenation 400:K. Barry Sharpless 386:10.1039/C3GC41935E 313:reaction mechanism 255:hexachlorodisilane 239:+ 30 CO + 18 CaSiO 185: 43:air-free technique 442:(13): 3346–3349. 406:-Cyclododecene". 290:diphenylsulfoxide 179:Deoxygenation of 55:organic synthesis 31:chemical reaction 604: 597:Gas technologies 576: 561: 555: 554: 526: 520: 509: 503: 502: 466: 460: 459: 431: 425: 424: 396: 390: 389: 369: 327: 307: 267:phosphine oxides 148: 138:McMurry reaction 51:fuels production 612: 611: 607: 606: 605: 603: 602: 601: 582: 581: 580: 579: 562: 558: 527: 523: 510: 506: 467: 463: 432: 428: 397: 393: 374:Green Chemistry 370: 366: 361: 334: 297:diphenylsulfide 275: 264: 260: 246: 242: 238: 234: 230: 226: 222: 209: 197: 192: 134: 126:decarboxylation 118: 88: 80: 75: 73: 67: 59:pharmaceuticals 40: 24: 17: 12: 11: 5: 610: 600: 599: 594: 578: 577: 556: 537:(8): 575–582. 521: 504: 477:(3): 769–779. 461: 426: 391: 380:(3): 950–963. 363: 362: 360: 357: 356: 355: 350: 345: 340: 333: 330: 329: 328: 309: 308: 274: 271: 262: 258: 248: 247: 244: 240: 236: 232: 228: 224: 220: 208: 205: 196: 193: 191: 188: 187: 186: 166:generates the 150: 149: 133: 130: 117: 114: 86: 83:hydrogenolysis 78: 74: 71: 68: 66: 63: 38: 15: 9: 6: 4: 3: 2: 609: 598: 595: 593: 590: 589: 587: 575: 571: 568: 565: 560: 552: 548: 544: 540: 536: 532: 525: 518: 514: 508: 500: 496: 492: 488: 484: 480: 476: 472: 465: 457: 453: 449: 445: 441: 437: 430: 422: 418: 414: 411: 410: 405: 401: 395: 387: 383: 379: 375: 368: 364: 354: 351: 349: 346: 344: 341: 339: 336: 335: 326: 322: 321: 320: 318: 314: 306: 302: 301: 300: 298: 295: 291: 288: 284: 283:sodium iodide 280: 270: 268: 256: 252: 218: 217: 216: 214: 204: 202: 182: 177: 173: 172: 171: 169: 165: 164:-butyllithium 163: 158: 154: 147: 143: 142: 141: 139: 129: 127: 123: 113: 111: 107: 103: 99: 94: 92: 91:hydrogenation 84: 62: 60: 56: 52: 48: 47:gas purifiers 44: 36: 32: 28: 27:Deoxygenation 22: 569: 563: 559: 534: 530: 524: 507: 474: 470: 464: 439: 435: 429: 412: 407: 403: 394: 377: 373: 367: 353:Oxophilicity 310: 296: 289: 276: 249: 235:+ 30 C → 3 P 210: 198: 180: 161: 151: 135: 132:Other routes 119: 95: 76: 26: 25: 409:Org. Synth. 122:dehydration 586:Categories 359:References 231:F + 18 SiO 57:, e.g. of 551:104364715 436:Org. Lett 338:Degassing 287:sulfoxide 273:S=O bonds 251:Oxophilic 207:P=O bonds 195:N=O bonds 499:73505603 491:30794373 456:26065934 332:See also 153:Epoxides 108:and the 102:hydroxyl 567:Arkivoc 294:sulfide 292:to the 243:+ 2 CaF 549:  497:  489:  454:  415:: 29. 317:Iodine 168:alkene 81:) are 35:oxygen 21:Deoxys 547:S2CID 495:S2CID 404:trans 181:trans 29:is a 574:Link 570:2007 487:PMID 452:PMID 311:The 219:4 Ca 159:and 124:and 45:and 539:doi 513:doi 479:doi 444:doi 417:doi 382:doi 257:(Si 223:(PO 588:: 545:. 535:60 533:. 493:. 485:. 475:52 473:. 450:. 440:17 438:. 413:60 378:16 376:. 299:: 269:. 261:Cl 203:. 140:. 128:. 112:. 93:. 61:. 553:. 541:: 515:: 501:. 481:: 458:. 446:: 423:. 419:: 388:. 384:: 281:/ 263:6 259:2 245:2 241:3 237:4 233:2 229:3 227:) 225:4 221:5 162:n 87:2 79:2 72:2 39:2 23:.

Index

Deoxys
chemical reaction
oxygen
air-free technique
gas purifiers
fuels production
organic synthesis
pharmaceuticals
hydrogenolysis
hydrogenation
Wolff–Kishner reduction
hydroxyl
Barton–McCombie deoxygenation
Markó–Lam deoxygenation
dehydration
decarboxylation
McMurry reaction

Epoxides
tungsten hexachloride
n-butyllithium
alkene

N,N'-bis(trimethylsilyl)-4,4'-bipyridinylidene
carbothermic reduction
Oxophilic
hexachlorodisilane
phosphine oxides
trifluoroacetic anhydride
sodium iodide

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