HANDBOOK OF REAGENTS FOR ORGANIC SYNTHESIS - REAGENTS FOR RADICAL AND RADICAL ION CHEMISTRY

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.

David Crich, BSc, Surrey University, 1981; DEsSc, University of Paris, 1984; Postdoctoral Fellow, Institut de Chimie des Substances Naturelles, 1984-1985; Lecturer, University College, London, 1985-1990; Laureat of the Academy of Sciences (France) 1989; Corday Morgan Medal (Royal Society of Chemistry), 1990; University of Illinois Scholar, 1992; Visiting Professor, University of Aix-Marseille, 1992: Fellow of the A. P. Sloan Foundation, 1994-1996; Tate and Lyle Carbohydrate Chemistry Medal (Royal Society of Chemistry), 1995. Since1997 Distinguished Professor of Organic Chemistry at the University of Illinois at Chicago. Since 2001 on the Editorial Board of e-EROS.

Preface.


Introduction.


Selected Monographs and Reviews.


Acrylonitrile.


Allyl Ethylsulfone.


Allyltributylstannane.


Allyltriphenylstannane.


4,4' -Azobis(4-cyanopentanoic acid).


1,1' -Azobis-1-cyclohexanenitrile.


2,2'-Azobis(2,4-dimethyl-4-methoxyvaleronitrile).


2,2'-Azobis[2-(imidazolin-2-yl)-propane]


Dihydrochloride.


Azobisisobutyronitrile.


2,2'-Azobis(2-methylpropanimidamide) Dihydrochloride.


Benzeneselenol.


Benzenesulfonyl Azide.


1,2-Benziodoxol-3(1H)-one Derivatives.


4,5-Bis (1,1-dimethylethyl)-6-ethoxy-2,2-dimethyl-3,7-dioxa-4-aza-6-phosphanonanoic Acid 6-oxide.


Bis(dimethylglyoximato)(methyl)(pyridine)cobalt (III).


Bis(ethoxythiocarbonyl)sulfide.


Bis[(1R,2S,5R)-menthyl](phenyl)tin Hydride.


Bis[4-(tridecafluorohexyl)phenyl]Diselenide.


Bis(trimethylstannyl) Benzopinacolate.


Bromine Azide.


Bromine Trifluoride.


(1-Bromoethenyl)chlorodimethylsilane.


(Bromomethyl)chlorodimethylsilane.


N-Bromosuccinimide.


Bromotrichloromethane.


t-Butyl Hydroperoxide.


t-Butyl Hypochlorite.


t-Butyl Hypoiodite.


t-Butyl Isocyanide.


N-t-Butyl- 1 -diethylphosphono-2,2-dimethylpropyl


Nitroxide.


Carbon Monoxide.


Carbon Tetrabromide.


Carbon Tetraiodide.


Catecholborane.


Ceriuim (IV) Ammonium Nitrate.


Chlorobis(dimethylglyoximato) (pyridine)cobalt (III).


N-Chloro-N-cyclohexylbenzenesulfonamide.


4-(4-Chlorophenyl)-3-hydroxy-2(3H)thiazolethione.


Chromium(II) Acetate.


Chromium (II) Chloride.


Cobalt Salen Complexes.


Cobalt Salophen Complexes.


Copper(II) Acetate.


1,4-Cyclohexadiene.


Decacarbonyldimanganese.


(Diacetoxyiodo)benzene.


Dibenzoyl Peroxide.


Di-t-butyl Hyponitrite.


1,1-Di-t-butyl Peroxide.


2,2-Di(t-butylperoxy)butane.


Di-t-butyl Peroxyoxalate.


N,N-Dichlorobenzenesulfonamide.


2,3-Dichloro-5,6-dicyano-1,4-benzoquinone.


Dilauroyl Peroxide.


1,4:5,8-Dimethano-1,2,3,4,5,6,7,8-octahydro-9,10-dimethoxyanthracenium Hexachloroantimonate.


(2,6-Dimethoxy-1-methyl-2,5-cyclohexadien-1-yl)


(1,1-dimethylethyl)dimethylsilane.


[2-(Dimethylamino)methyl]phenyl Dimethyltin Hydride.


2,2-Dimethyl-5-[3-(diphenylstannyl)propyl]-1,3-dioxolan-4-one.


Dimethyl Disulfide.


5,5-Dimethyl- 1-(phenylmethyl)-3-pyrazolidinone.


Dimethyl[3-(1-pyrenyl)propyl]stannane.


Diphenyl Diselenide.


Diphenyl Disulfide.


Diphenyl Disulfone.


Diphenyl Ditelluride.


Diphenyl[2-(4-pyridyl)ethyl]tin hydride.


2,2'-Dipyridyl Disulfide N,N'-Dioxide.


t-Dodecanethiol.


Ethanesulfonyl Azide.


Ethyl Difluoroiodoacetate.


Galvinoxyl.


Hexabutyldistannane.


Hexamethyldistannane.?

Hydrogen Bromide.


Hydrogen Selenide.


N-Hydroxyphthalimide.


N-Hydroxypyridine-2-thione.


Hypophosphorous Acid.


Indium.


Iodine Azide.


Iodine-Nitrogen Tetroxide.


2'-Iodobiphenyl-2-thiol Dimethylaluminum Complex.


Iodoform.


Iodosylbenzene.


1-Iodo-2-(2,2,2,-triethoxyethyl)benzene.


Iron, Bis(pyridine)bis(2-pyridinecarboxylato-N1,02).


Iron(III) Chloride.


Lead(IV) Acetate.


Lead(IV) Acetate-Copper(II) Acetate.


Lead(IV) Acetate-Iodine.


Lithium 4,4'-Di-t-butylbiphenylide.


Lithium 1-(Dimethylamino)naphthalenide.


Lithium Naphthalenide.


Manganese(III) Acetate.


Manganese(III) Acetate-Copper(II) Acetate.


Manganese(III) Acetylacetonate.


Mercury(II) Oxide-Bromine.


Mercury (II) Oxide-Iodine.


Methyl Acrylate.


1-Methyl-2-azaadamantane N-Oxyl.


N-Methylcarbazole.


S-Methyl N-methyl-N-hydroxydithiocarbamate.


N-Methylquinolinium Hexafluorophosphate.


1-[(Methyltelluro)ethyl]benzene.


Methyl Thioglycolate.


Naphthalene- 1,8-diyl Bis (diphenylmethylium) Perchlorate.


4-Nitrobenzenesulfenyl Chloride.


0-Nitrobenzenesulfonylhydrazide.


Nitroethylene.


Nitrosobenzene.


Nitrosyl Chloride.


S-(1-Oxido-2-pyridinyl)-1,1,3,3-tetramethylthiouronium.


Hexafluorophosphate (HOTT).


4-Pentyne-1-thiol.


Peroxyacetyl Nitrate.


Phenyl Chlorothionocarbonate.


Phenyliodine (III) Dichloride.


Phenylsulfonylethylene.


Phosphinic Acid, Alkyl Esters.


Polymethylhydrosiloxane (PMHS).


Potasium O-ethyl Xanthate.?

Potassium Ferricyanide.


3-Pyridinesulfonyl Azide.


2-Pyridinethiol.


Samarium(II) Iodide.


Se-Phenyl p-tolueneselenosulfonate.


Sodium Anthracenide.


Sodium Bis (dimethylglyoximato)(pyridine)cobaltate.


Sodium Hypophosphite.


Sodium Naphthalenide.


Sulfuryl Chloride.


2,2,6,6-Tetramethylpiperidin-1-oxyl.


Tetraphenyldiphosphine.


1,1,2,2,-Tetrapheyldislane.


Tetrathiafulvalene.


1,1'-Thiocarbonylbis(1H-benzotriazole).


1,1'-Thiocarbonyldiimidazole.


Thionocarbonates.


Thiophenol.


Thiophosgene.


Titanium(III) Chloride.


O-p-Tolyl Chlorothioformate.


Tri(t-butoxy)silanethiol.


Tri-n-butyl(iodoacetoxy)stannane.


Tri-n-butylstannane.


Triethylborane.


Triethylsilane.


m-Trifluoromethylbenzoyl Chloride.


α,α,α-Trifluorotoluene.


Triisopropylsilanethiol.


Trimethylstannane.


Triphenylbismuthine.


Triphenylsilane.


Triphenylstannane.


Tris(2-perfluorohexylethyl)tin Hydride.


Tris(phenylthio) phosphine.


Tris(trimethylsilyl)silane.


Trityl Thionitrite.


Vanadyl Trichloride.


Vitamin B12


Xenon(II) Fluoride.


Ytterbium(II) Chloride.


Ytterbium(III) Trifluoromethanesulfonate & Ytterbium(III).


Trifluoromethanesulfonate Hydrate.


List of Contributors.


Reagent Formula Index.


Subject Index.