Handbook of Reagents for Organic Synthesis: Catalytic Oxidation Reagents

The Handbook of Reagents for Organic Synthesis: Catalytic Oxidation Reagents is part of the Handbook for Reagents for Organic Synthesis series, making use of the leading reagent database e–EROS. It provides concise and informative articles written by experts in the area and provides comprehensive referencing to the original literature.  As is the standard format for EROS, each article also contains an overview of the synthesis and physical properties of the catalysts, conditions for its storage, and purification methods.  The Handbook compiles essential reagents in this area, starting with an introductory section discussing the main classes of oxidation catalysts, followed by an alphabetical list of reagents, with an attempt to keep families of catalysts organized by related chemistry for ease of use. The Handbook concludes with a list of contributors and a detailed index. The Handbook of Reagents for Organic Synthesis: Catalytic Oxidation Reagents if of interest for everyone engaged in the area of sustainable chemistry, fuel alternatives research for the generation of energy, and synthetic chemists working in pharmaceutical industries and medicinal chemistry. Key features: Builds on the success of the previously published Handbooks of Reagents for Organic Synthesis Oxidations are the most frequently used steps in organic synthesis Catalysts for oxidation reactions are the key for green or sustainable chemistry Oxidation, the addition of oxygen to biomolecules, is key for the metabolism of humans and animals Oxidations of carbohydrates from simple organic compounds are the key for new renewable energies INDICE: Preface xi Introduction xiii Terminal Oxidants Finder xv Oxidation Catalyst Finder xix Recent Review Articles and Monographs xxv Short Note on InChIs and InChIKeys xxvii 4–Acetamido–2,2,6,6–tetramethyl–1–piperidinyloxyl 1 4–Acetylamino–2,2,6,6–tetramethylpiperidine–1–oxoammonium Tetrafluoroborate 2 Bathocuproine 15 Bathophenanthroline 17 Benzenecarboperoxoic acid, 1, 1–dimethylethyl Ester 20 1,2–Benziodoxol–3(1H)–one, 1–Hydroxy, 1–Oxide, IBX 32 1,2–Benziodoxol–3(1H)–one, 1–Hydroxy, 1–Oxide, stabilized (stabilized IBX) 44 1,4–Benzoquinone 49 cis–4–Benzyloxy–α,α–bis–(3,5–dimethylphenyl)–Lprolinol (2S,4R)– 52 2,2—–Bipyrrolidines, (2S,2—S) and (2R,2—R) 54 2–[Bis–[3,5–bis(trifluoromethyl)Phenyl] [(trimethylsilyl)oxy]Methyl]Pyrrolidine 57 2,2–Bis[2–[4(S)–tert–butyl–1,3–oxazolinyl]]propane 59 Bis[[(1R,1——R)–3,3——–[(1R,2R)–1,2–cyclohexanediylbis [(nitrilo–κN)methylidyne]]bis[2—–phenyl[1,1—– binaphthalen]–2–olato–κO]](2–)]di–μ–oxodi–titanium and Bis[[(1S,1——S)–3,3——–[(1S,2S)–1,2– cyclohexanediylbis[(nitrilo–κN)methylidyne]]bis [2—–phenyl[1,1—–binaphthalen]–2–olato–κO]](2–)]di– μ–oxodi–titanium 66 Bis(2,2–dimethylpropanoato – κ–O)phenyl–iodine 69 Bis(1–methyl–1–phenylethyl) Peroxide 77 1,2–Bis(phenylsulfinyl)ethane 79 N,N—–Bis(2,4,6–trimethylphenyl)imidazol–2–ylidene Palladium(I) Allyl Chloride 82 Bis(trimethylsilyl) Peroxide 87 Bromamine–T 91 N–tert–Butyl–N–chlorocyanamide 94 tert–Butyl Hydroperoxide 96 tert–Butyl Hypochlorite 126 tert–Butyl Peracetate 132 Calcium Hypochlorite 137 Chloramine–T 142 Chlorobenzene 150 Chloro[N,N—–ethylenebis(salicylideneaminato)] manganese 152 Chromium(VI) Oxide 157 Chromyl Acetate 163 Cobalt, [5,10,15,20–tetraphenyl–21H,23Hporphinato( 2−)–κN 21,κN 22,κN 23,κN 24]– 167 Cumyl Hydroperoxide 171 N,N—–(1R,2R)–1,2–Cyclohexanediylbis– [N–hydroxy–α–phenybenzeneacetamide] 179 1,5–Diaza–cis–decalin 183 N,N–Dibromobenzenesulfonamide and N,N–Dibromo–p–toluenesulfonamide 188 Di–μ–chlorobis(1,5–cyclooctadiene)diiridium(I) 195 Di–μ–chlorodichlorobis[(1,2,3,4,5–η)–1,2,–3,4,5– pentamethyl–2,4–cyclopentadien–1–yl]diiridium 202 (R)–2,10–Dichloro–5H–dinaphtho[2,1–g: 1,2–i][1,5]dioxacycloundecin–3,6,9(7h)–trione 210 Dichloro(ethoxy)oxovanadium(V) 213 1,1—–Difluoro–2,2—–bipyridinium Bis–(tetrafluoroborate) 217 1,2:4,5–Di–O–isopropylidene–β–d–erythro–hexo–2,3– diulo–2,6–pyranose 221 Di–μ–methoxobis(1,5–cyclooctadiene)diiridium(I) 224 Dimethyldioxirane 228 (S,S)–2,2—–(Dimethylmethylene)bis(4–tert–butyl–2– oxazoline) and (R,R)–2,2—–(Dimethylmethylene)bis– (4–tert–butyl– 2–oxazoline) 234 Dispiro[2H–pyran–2,4—–[4H–5,6,8b]triazaacenaphthylene– 7—(5—H),2——–[2H]pyran], 1—,2—,2—a,3,3—,3——,4,4——,5,5——, 6,6——,8—,8—a–tetradecahydro–1—,2—–dimethoxy–6,6——– dimethyl–, monohydrochloride, (1—S,2R,2—S,2——R, 2—aS,6S,6——S,8—aS)– 257 N–fluoro–N–(phenylsulfonyl)–benzenesulfonamide 259 N–Fluoropyridinium Tetrafluoroborate 270 N–Fluoropyridinium Triflate 272 1–Fluoro–2,4,6–trimethylpyridinium Tetrafluoroborate 274 1–Fluoro–2,4,6–trimethylpyridinium Trifluoromethanesulfonate 278 Hydrogen Peroxide 281 Hydrogen Peroxide–Urea 295 N–Hydroxyphthalimide 307 Iodine 317 2–Iodobenzenesulfonic Acid 332 Iodosylbenzene 338 Iridium, [N–[(1R,2R)–2–(amino–κN)–cyclohexyl]–4– methylbenzenesulfonamidato–κN]chloro[(1,2,3,4,5–η)– 1,2,3,4,5–pentamethyl–2,4,– cyclopentadien–1–yl]–; Iridium, [N–[(1R,2R)–2–(amino–κN)– cyclohexyl]–4– methylbenzenesulfonamidato–κN]chloro[(1,2,3,4,5–η)– 1,2,3,4,5–pentamethyl–2,4,–cyclopentadien–1–yl]–; Iridium, [N–[(1S,2S)–2–(amino–κN)cyclohexyl]–4– methylbenzenesulfonamidato–κN]–chloro [(1,2,3,4,5–η)–1,2,3,4,5–pentamethyl–2,4,– cyclopentadien–1–yl]– 354 Iridium, Dichlorodi–μ–hydrobis[(1,2,3,4,5–η)– 1,2,3,4,5–pentamethyl–2,4–cyclopentadien–1–yl]di– 357 Iron, Bis(pyridine)bis(2–pyridinecarboxylato–N1,O2) 359 Lithium Hydroperoxide 363 Manganese(III) Acetate 367 Manganese(II), bis(octahydro–1,4,7–trimethyl–1H–1,4,7– triazonine–κN1,κN4,κN7)tri–μ–oxodi–, hexafluorophosphate 375 Manganese(II) tetraphenylporphyrin 378 9–Mesityl–10–methylacridinium Perchlorate 381 N–Methylmorpholine N–Oxide 384 (S)–(−)–4–(2–Methylpropyl)–2–(2–pyridyl)–2–oxazoline 388 Methyl(trifluoromethyl)dioxirane 390 Methyltrioxorhenium 396 Molybdenum Chloride Oxide 407 Noyori Oxidation (Sodium Tungstate Dihydrate, Hydrogen Peroxide, Methyltri–n–octylammonium Hydrogen Sulfate, Phosphonic Acid) 411 3,3—,3α,3α —,4,4—,5,5—–Octahydro–3,3,3—,3—–tetraisopropyl– 6,6—–spirobi–[6H–cyclopent[c]isoxazole] 415 4,4,4—,4—,5,5,5—,5—–Octamethyl–2,2—–bi–1,3,2–dioxaborolane 421 Osmium Tetroxide 433 μ–Oxo–bis[tetrakis(t–butyl)–phthalocyaninatoiron(III)] 452 Oxygen 454 Palladium (II) Sparteine Dichloride 467 Peracetic Acid 470 (8α,9R)–(8—— α,9——R)–1,1——–[1,3–Phenylene–bis(methylene)] bis[9–hydroxy–cinchonanium] Dibromide and (9S)–(9——S)–1,1——–[1,3–Phenylene–bis(methylene)] bis[9–hydroxy–cinchonanium]Dibromide 478 (−)(1S)–1–Phenylethyl Hydroperoxide and (+)(1R)–1–Phenylethyl Hydroperoxide 480 (8α,9R)–(8—— α,9——R)–9,9——–[1,4–Phthalazinediylbis(oxy)] bis[10,11–dihydro–6—–methoxycinchonan] & (9S)–(9——S)–9,9——–[1,4–Phthalazinediylbis(oxy)] bis[10,11–dihydro–6—–methoxycinchonan] 483 Picolinic Acid 495 Polyaniline 498 Potassium Bromate 502 Potassium Monoperoxysulfate 506 2–Pyrazinecarboxylic Acid 524 2,3–Pyrazinedicarboxylic Acid 530 Pyrrolidine, 3,4–bis(diphenylphosphino)–1– (phenylmethyl)–,(3R,4R) and Pyrrolidine, 3,4–bis(diphenylphosphino)–1–(phenylmethyl)–, (3S,4S) 532 2–Pyrrolidinemethanol–α,α–bis(3,5–dimethylphenyl)– (2S); and 2–Pyrrolidine–methanol–α,α–bis(3,5– dimethylphenyl)–(2R) 535 Rhenium(VII) Oxide 541 [RuCl2(p–cymene)2]2 546 Ruthenium(III) Chloride 549 Ruthenium Complex of N,N—,N—–Trimethyl–1,4,7–triazacyclononane and Ruthenium Complex of cis–Diaquabis (6,6—–Dichloro–2,2—–bipyridine) 561 Ruthenium Dodecacarbonyltri Triangulo 565 Ruthenium Hydroxide 568 Selenium(IV) Oxide 575 Sodium Bromate 583 Sodium Hypochlorite 587 Sodium Hypochlorite–N,N—–Bis(3,5–di–tertbutylsalicylidene)– 1,2–cyclohexanediaminomanganese( III) Chloride 600 Spiro[6H–1,3–dioxolo[4,5–c]pyran–6,5—–oxazolidine]–3—– carboxylic acid, tetrahydro–2,2–dimethyl–2—,7– dioxo–,2–methyl–2–propyl ester, (3aR, 5—S, 7aR)– 604 Tetrabutylammonium Bis(pyrazinecarboxylato)– dioxo–vanadium(V) 609 Tetrabutylammonium Dodecatungstophosphate 611 Tetrabutylammonium Peroxydisulfate 615 5,6,7,8–Tetrafluoro–1–hydroxy–1–oxobenziodoxol– 3(1H)one (Tetrafluoro–IBX) 618 2,2,6,6–Tetramethylpiperidin–1–oxyl 620 Tetra–n–propylammonium Perruthenate 626 3,3—,5,5—–Tetra–tert–butyldiphenoquinone 630 (S)–2–(5–1H–Tetrazolyl)pyrrolidine and (R)–2–(5–1H–Tetrazolyl)pyrrolidine 633 4,4—,4——–tri–tert–butyl–2,2—:6—,2——–terpyridine 639 Trichloroisocyanuric Acid 642 Trifluoroperacetic Acid 649 Trimethylamine N–Oxide 659 Triphenylmethyl Hydroperoxide 667 Tris(2–pyridylmethyl)amine 670 Tris[4–(trifluoromethyl)phenyl]phosphine 677 Vanadium,bis[N–[(1S)–1–(carboxy–κO)ethyl]–N– (hydroxy–κO)–l–alaninato(2–)–κN,κO]– 681 Vanadyl Bis(acetylacetonate) 684 List of Contributors 693 Reagent Formula Index 707 Subject Index 711

• ISBN: 978-1-119-95327-2
• Editorial: Wiley–Blackwell
• Encuadernacion: Cartoné
• Páginas: 782
• Fecha Publicación: 24/09/2013
• Nº Volúmenes: 1
• Idioma: Inglés