Handbook of reagents for organic synthesis. [Volume 11], Reagents for radical and radical ion chemistry

Crich David. Handbook of Reagents for Organic Synthesis - Reagents for Radical and Radical Ion Chemistry 2008 [pdf 725sc 709+2c. 12.07mb] 722;725c.Radicals and radical ions are important intermediates with wide use in organic synthesis. The first book to concentrate on reagents for the creation and use of radicals and radical ions, this new volume in the Handbooks of Reagents for Organic Synthesis series compiles articles taken from the e-eros database, on reagents for use in radical and radical chemistry, to help the chemist in the lab choose the right reagents. Reflecting the enormous growth of radical chemistry over the past ten years, this is an essential guide for all synthetic chemists. Handbook of Reagents for Organic Synthesis: Reagents for Radical and Radical Ion Chemistry 1 Contents 9 Preface 11 Introduction 13 Selected Monographs and Reviews 15 Acrylonitrile 23 Allyl Ethylsulfone 30 Allyltributylstannane 33 Allyltriphenylstannane 43 4,4'-Azobis(4-cyanopentanoic acid) 44 1,1'-Azobis-1-cyclohexanenitrile 46 2,2'-Azobis(2,4-dimethyl-4-methoxyvaleronitrile) 46 2,2'-Azobis[2-(2-imidazolin-2-yl)-propane] Dihydrochloride 48 Azobisisobutyronitrile 50 2,2'-Azobis(2-methylpropanimidamide) Dihydrochloride 51 Benzeneselenol 53 Benzenesulfonyl Azide 59 1,2-Benziodoxol-3(1H)-one Derivatives 62 4,5-Bis(1,1-dimethylethyl)-6-ethoxy-2,2-dimethyl-3, 7-dioxa-4-aza-6-phosphanonanoic Acid 6-oxide 65 Bis(dimethylglyoximato)(methyl)(pyridine)cobalt(III) 67 Bis(ethoxythiocarbonyl)sulfide 72 Bis[(1R,2S,5R)-menthyl](phenyl)tin Hydride 74 Bis[4-(tridecafluorohexyl)phenyl] Diselenide 75 Bis(trimethylstannyl) Benzopinacolate 77 Bromine Azide 79 Bromine Trifluoride 80 (1-Bromoethenyl)chlorodimethylsilane 86 (Bromomethyl)chlorodimethylsilane 87 N-Bromosuccinimide 93 Bromotrichloromethane 103 t-Butyl Hydroperoxide 106 t-Butyl Hypochlorite 126 t-Butyl Hypoiodite 131 t-Butyl Isocyanide 133 N-t-Butyl-1-diethylphosphono-2,2-dimethylpropyl Nitroxide 143 Carbon Monoxide 147 Carbon Tetrabromide 162 Carbon Tetraiodide 164 Catecholborane 166 Cerium(IV) Ammonium Nitrate 173 Chlorobis(dimethylglyoximato)(pyridine)cobalt(III) 180 N-Chloro-N-cyclohexylbenzenesulfonamide 188 4-(4-Chlorophenyl)-3-hydroxy-2(3H)thiazolethione 189 Chromium(II) Acetate 193 Chromium(II) Chloride 197 Cobalt Salen Complexes 206 Cobalt Salophen Complexes 208 Copper(II) Acetate 209 1,4-Cyclohexadiene 216 Decacarbonyldimanganese 219 (Diacetoxyiodo)benzene 222 Dibenzoyl Peroxide 231 Di-t-butyl Hyponitrite 242 1,1-Di-t-butyl Peroxide 246 2,2-Di(t-butylperoxy)butane 252 Di-t-butyl Peroxyoxalate 253 N,N-Dichlorobenzenesulfonamide 256 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone 258 Dilauroyl Peroxide 270 1,4:5,8-Dimethano-1,2,3,4,5,6,7,8-octahydro-9,10- dimethoxyanthracenium Hexachloroantimonate 279 (2,6-Dimethoxy-1-methyl-2,5-cyclohexadien-1-yl) (1,1-dimethylethyl)dimethylsilane 281 [2-(Dimethylamino)methyl]phenyl Dimethyltin Hydride 283 2,2-Dimethyl-5-[3-(diphenylstannyl)propyl]-1, 3-dioxolan-4-one 285 Dimethyl Disulfide 286 5,5-Dimethyl-1-(phenylmethyl)-3-pyrazolidinone 289 Dimethyl[3-(1-pyrenyl)propyl]stannane 292 Diphenyl Diselenide 293 Diphenyl Disulfide 299 Diphenyl Disulfone 302 Diphenyl Ditelluride 304 Diphenyl[2-(4-pyridyl)ethyl]tin hydride 305 2,2'-Dipyridyl Disulfide N,N'-Dioxide 306 t-Dodecanethiol 310 Ethanesulfonyl Azide 313 Ethyl Difluoroiodoacetate 314 Galvinoxyl 317 Hexabutyldistannane 319 Hexamethyldistannane 321 Hydrogen Bromide 323 Hydrogen Selenide 325 N-Hydroxyphthalimide 329 N-Hydroxypyridine-2-thione 335 Hypophosphorous Acid 345 Indium 351 Iodine Azide 367 Iodine–Nitrogen Tetroxide 372 2'-Iodobiphenyl-2-thiol Dimethylaluminum Complex 374 Iodoform 375 Iodosylbenzene 379 1-Iodo-2-(2,2,2-triethoxyethyl)benzene 389 Iron, Bis(pyridine)bis(2-pyridinecarboxylato-N1,O2) 390 Iron(III) Chloride 394 Lead(IV) Acetate 403 Lead(IV) Acetate–Copper(II) Acetate 410 Lead(IV) Acetate–Iodine 411 Lithium 4,4'-Di-t-butylbiphenylide 413 Lithium 1-(Dimethylamino)naphthalenide 417 Lithium Naphthalenide 418 Manganese(III) Acetate 421 Manganese(III) Acetate–Copper(II) Acetate 423 Manganese(III) Acetylacetonate 425 Mercury(II) Oxide–Bromine 426 Mercury(II) Oxide–Iodine 427 Methyl Acrylate 429 1-Methyl-2-azaadamantane N-Oxyl 435 N-Methylcarbazole 436 S-Methyl N-methyl-N-hydroxydithiocarbamate 438 N-Methylquinolinium Hexafluorophosphate 440 1-[(Methyltelluro)ethyl]benzene 442 Methyl Thioglycolate 443 Naphthalene-1,8-diyl Bis(diphenylmethylium) Perchlorate 447 4-Nitrobenzenesulfenyl Chloride 448 o-Nitrobenzenesulfonylhydrazide 450 Nitroethylene 452 Nitrosobenzene 456 Nitrosyl Chloride 466 S-(1-Oxido-2-pyridinyl)-1,1,3,3-tetramethylthiouronium Hexafluorophosphate (HOTT) 469 4-Pentyne-1-thiol 471 Peroxyacetyl Nitrate 472 Phenyl Chlorothionocarbonate 474 Phenyliodine(III) Dichloride 476 Phenylsulfonylethylene 479 Phosphinic Acid, Alkyl Esters 483 Polymethylhydrosiloxane (PMHS) 487 Potassium O-ethyl Xanthate 492 Potassium Ferricyanide 502 3-Pyridinesulfonyl Azide 506 2-Pyridinethiol 507 Samarium(II) Iodide 513 Se-Phenyl p-tolueneselenosulfonate 523 Sodium Anthracenide 526 Sodium Bis(dimethylglyoximato)(pyridine)cobaltate 527 Sodium Hypophosphite 529 Sodium Naphthalenide 530 Sulfuryl Chloride 533 2,2,6,6-Tetramethylpiperidin-1-oxyl 539 Tetraphenyldiphosphine 545 1,1,2,2-Tetraphenyldisilane 549 Tetrathiafulvalene 553 1,1'-Thiocarbonylbis(1H-benzotriazole) 558 1,1'-Thiocarbonyldiimidazole 559 Thionocarbonates 565 Thiophenol 567 Thiophosgene 577 Titanium(III) Chloride 581 O-p-Tolyl Chlorothioformate 584 Tri(t-butoxy)silanethiol 585 Tri-n-butyl(iodoacetoxy)stannane 588 Tri-n-butylstannane 589 Triethylborane 599 Triethylsilane 615 m-Trifluoromethylbenzoyl Chloride 623 α,α,α-Trifluorotoluene 625 Triisopropylsilanethiol 628 Trimethylstannane 632 Triphenylbismuthine 633 Triphenylsilane 634 Triphenylstannane 640 Tris(2-perfluorohexylethyl)tin Hydride 643 Tris(phenylthio)phosphine 646 Tris(trimethylsilyl)silane 647 Trityl Thionitrite 654 Vanadyl Trichloride 657 Vitamin B12 658 Xenon(II) Fluoride 663 Ytterbium(II) Chloride 665 Ytterbium(III) Trifluoromethanesulfonate & Ytterbium(III) Trifluoromethanesulfonate Hydrate 666 List of Contributors 673 Reagent Formula Index 687 Subject Index 691 General Abbreviations 724

radicals And Radical Ions Are Important Intermediates With Wide Use In Organic Synthesis. The First Book To Concentrate On Reagents For The Creation And Use Of Radicals And Radical Ions, This New Volume In The Handbooks Of Reagents For Organic Synthesis Series Compiles Articles Taken From The E-eros Database, On Reagents For Use In Radical And Radical Chemistry, To Help The Chemist In The Lab Choose The Right Reagents. Reflecting The Enormous Growth Of Radical Chemistry Over The Past Ten Years, This Is An Essential Guide For All Synthetic Chemists.