Nitrogen-Centered Radicals, Aminoxyls and Related Radicals

General introduction....Pages 1-5
5.0 Introduction....Pages 1-2
5.1.1 Bimolecular self-reactions and radical-dimer equilibria....Pages 3-18
5.1.3 Unimolecular reactions....Pages 19-26
5.1.4 Intermolecular hydrogen atom abstraction from carbon....Pages 27-33
5.1.5 Intermolecular hydrogen atom abstraction from oxygen....Pages 33-47
5.1.7 Intermolecular hydrogen atom abstraction from sulfur (no entries)....Pages 47-47
5.1.8 Intermolecular reactions other than hydrogen atom abstraction....Pages 48-58
5.2.1 Bimolecular self-reactions and radical-dimer equilibria....Pages 59-64
5.2.2 Reactions with a different radical....Pages 65-68
5.2.3 Unimolecular reactions....Pages 68-72
5.2.4 Intermolecular hydrogen-atom abstractions....Pages 72-73
5.2.5.1.1 Acyclic primary and secondary aminiums....Pages 73-75
5.2.5.1.2 Secondary cyclic aminiums....Pages 75-82
5.2.5.1.3 Acyclic trialkylaminiums....Pages 82-85
5.2.5.1.4 Acyclic diarylaminiums....Pages 85-85
5.2.5.1.5 Acyclic tertiary aminiums....Pages 86-88
5.2.5.1.6 Cyclic tertiary aminiums....Pages 89-90
5.2.5.1.7 Flavin radical cations....Pages 90-91
5.2.5.1.8 Bipyridiniums (viologens)....Pages 91-92
5.2.5.2.1 Acyclic tertiary alkylaminiums....Pages 92-92
5.2.5.2.4 Acyclic secondary arylaminiums....Pages 93-94
5.2.5.2.6 Acyclic tertiary aminiums....Pages 94-99
5.2.5.2.8 Adenine, pyrazine and related cations....Pages 100-102
5.2.5.2.9 Bipyridiniums (viologens)....Pages 102-119
5.3 Carboxamidyl radicals, RR’CON....Pages 120-127
5.4 Sulfinamidyl radicals, RR’SON, and sulfonamidyl radicals, RR’SO{2}N....Pages 127-128
5.5 Imidyl radicals, RCOR’CON....Pages 129-141
5.6 Iminyl radicals, RR’C=N, and isocyanatyl radicals, O=C=N....Pages 142-144
5.7 Alkoxyaminyl radicals, RR’ON and ROR’ON....Pages 144-146
5.8 Thioaminyl radicals, RR’SN....Pages 146-154
5.9 Dithioaminyl radicals, RSR’SN....Pages 155-157
5.10 Hydrazyl radicals, R’R"NNR....Pages 158-163
5.11 Hydrazyl radical cations, (R’R"NNR{2}){+} and related species....Pages 164-167
5.12.2 Reactions with a different radical (no entries)....Pages 167-167
5.12.3.1 Hydrogen-atom abstractions from carbon....Pages 168-171
5.12.3.2 Hydrogen-atom abstractions from nitrogen....Pages 172-177
5.12.3.3 Hydrogen-atom abstractions from oxygen....Pages 177-183
5.12.3.4 Hydrogen-atom abstractions from sulfur....Pages 184-186
5.12.3.5 Other intermolecular reactions....Pages 186-201
5.14 Diazenyl radicals, RN=N....Pages 202-213
5.15 Azidyl radical....Pages 214-223
5.17 Radical ions....Pages 224-235
5.18 Dithiadiazolyl radicals and related cyclic polyaza radicals and radical cations....Pages 235-239
References for 5....Pages 240-249
6.0 Introduction....Pages 251-252
6.1.1.3 Cyclic aminoxyls....Pages 253-254
6.1.1.7 Acyclic acylaminoxyls....Pages 255-255
[C3H3N3O2]{-} - [C7H2N3O8]{2-}....Pages 256-265
[C7H3N2O6]{2-} - [C19H15NO3]{-}....Pages 266-276
6.1.2.1 Acyclic dialkylaminoxyls....Pages 276-283
[C8H14NO] - [C9H18NO]....Pages 284-298
[C9H18NO] - [C12H16NO]....Pages 299-314
[C7H12NO] - [C9H18NO]....Pages 314-324
[C9H18NO] - [C19H21N2O]....Pages 325-335
6.1.2.2.1.4 Biradicals....Pages 336-336
6.1.2.2.1.5 Carbenes....Pages 337-337
6.1.2.2.1.6 Radicals of ill-defined structure....Pages 338-344
6.1.2.2.2 With organic radical ions or zwitterions....Pages 345-346
6.1.2.2.6 With inorganic radical anions....Pages 347-349
6.1.2.2.7 With heteroatom-centered radicals....Pages 350-358
6.1.2.3 Acyclic alkarylaminoxyls....Pages 358-358
6.1.2.5 Nitro radical anions and their conjugate acids, i.e., hydroxyaminoxyls....Pages 359-366
6.1.2.6 Nitrogen oxides....Pages 366-367
6.1.3.1 Acyclic dialkylaminoxyls....Pages 368-370
6.1.3.2 Cyclic aminoxyls....Pages 370-375
6.1.3.3 Acyclic acylaminoxyls....Pages 376-378
6.1.3.4 Acyclic alkoxyalkaminoxyls and alkoxyarylaminoxyls....Pages 378-390
6.1.3.5 Nitroaryl radical anions and hydroxyarylaminoxyls....Pages 390-392
6.1.3.6 Nitroalkyl radical anions and hydroxyalkaminoxyls....Pages 393-400
6.1.4.1 Acyclic dialkylaminoxyls....Pages 400-405
6.1.4.2 Cyclic aminoxyls....Pages 406-411
6.1.4.5 Nitrogen oxides....Pages 412-421
6.1.5.1 Acyclic dialkylaminoxyls....Pages 422-425
6.1.5.2.1 Abstraction from a hydroxylamine....Pages 426-436
6.1.5.2.2 Abstraction from a hydroxamic acid....Pages 437-439
[C8H14NO] - [C9H15NO3]{-}....Pages 439-449
[C9H15N2O2] - [C12H20NO5]....Pages 450-461
[C12H22ClN4O3] - [C31H56NO2]....Pages 462-473
6.1.5.2.4 Abstraction from ascorbate anion by aminoxyl radical/cyclodextrin inclusion complex....Pages 474-474
6.1.5.2.5 Abstraction from phenols and other OH-containing molecules....Pages 475-476
6.1.6.1 Acyclic dialkylaminoxyls....Pages 477-477
[C7H11N2O5SR]{-} - [C9H16NO2]....Pages 478-488
[C9H16NO2] - [C37H34NO]....Pages 489-499
6.1.7.1 Acyclic dialkylaminoxyls....Pages 500-502
6.1.7.2 Cyclic aminoxyls....Pages 503-510
6.1.7.3 Aminoxyl biradicals....Pages 510-518
6.1.8.1 Acyclic dialkylaminoxyls....Pages 519-525
6.1.8.2.1 Hydrogen-atom abstraction....Pages 526-527
6.1.8.2.3 Formation of an inclusion complex....Pages 528-530
6.1.8.2.4 Electron transfer....Pages 531-544
6.1.8.2.5 Protonation....Pages 544-545
6.1.8.3.1 Nitroalkane anions....Pages 545-547
6.1.8.3.2 Nitroaryl anions....Pages 547-555
6.1.8.3.3.1 2-Nitroimidazoles....Pages 555-562
6.1.8.3.3.2 4-Nitroimidazoles....Pages 562-565
6.1.8.3.3.3 5-Nitroimidazoles....Pages 566-573
6.1.8.3.3.4 2-Nitrofurans....Pages 573-577
6.1.8.3.3.5 2-Nitrothiophenes, 4-nitropyridines and other nitro-heterocycles....Pages 577-579
6.1.8.4 Acyclic alkaryl aminoxyls....Pages 579-579
6.1.8.6 Acyclic alkaroylaminoxyls....Pages 580-580
6.1.8.8 Nitrogen oxides....Pages 581-586
6.2 Iminoxyl radicals, RR’C=NO....Pages 586-587
References for 6....Pages 588-592
Remarks, TOCs of Vols. 13 and 18....Pages 1-8
I Organic and inorganic radicals....Pages 1-52
II Not completely identified e{-} and/or OH-adducts to compounds....Pages 1-3
III Radicals derived from polymers and from high molecular biological compounds....Pages 1-2
IV Biradicals....Pages 1-4
V Compounds with known redox potentials....Pages 1-4
VI Carbenes....Pages 1-3