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| Smith M.B., March J. — March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure |
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| Предметный указатель |
NMR and isotope effects 298
NMR and kinetics 295
NMR and Mosher’s derivatives 142—143
NMR and negative enhancement 240
NMR and norbornyl cations 415 416
NMR and optical purity 155—156
NMR and organocuprate conjugate additions 1030
NMR and organometallic compounds 234
NMR and spin traps 239
NMR and strain 181
NMR and super-aromaticity 66
NMR and the Fischer indole synthesis 1453
NMR and the Hammett equation 369
NMR and the Wittig reaction 1234
NMR and [10]annulene 63
NMR and [18]annulene 65
NMR heptalene 54—55
NMR of benzenonium ion 678
NMR of bullvalene 1448
NMR of kekulene 66
NMR of tropylium ion 70
NMR paramagnetic ring current 67
NMR paratropic behavior 68
NOCl see “Nitrosyl chloride”
Nomenclature , for steroids 146
Nomenclature and cis/trans isomers 157
Nomenclature and excited states 310—311
Nomenclature c and r 161
Nomenclature E/Z 157
Nomenclature erythro/threo 146—147
Nomenclature for diastereomers 146
Nomenclature IUPAC for mechanisms 384
Nomenclature IUPAC for transformations 382
Nomenclature pro-R and pro-S 165
Nomenclature re/si 166
Nomenclature syn/anti 147
Non-enolizable ketones see “Ketones”
Nonacycloeicosanes 183
Nonafluorobutanesulfonate, leaving group 446
Nonalternant hydrocarbons see “Hydrocarbons nonalternant”
Nonclassical carbocations 1387
Nonclassical ions 407—420
Nonclassical ions and anchimeric assistance 409
Nonclassical ions and norbornyl compounds 415
Nonclassical ions and stereochemistry 409
Nonclassical ions arguments against 415
Norborene 188
Norbornadiene 320 1083
Norbornadienone, electron donor-acceptor complexes 103
Norbornane and conformation 172
Norbornane radical addition of thiols 1390
Norbornenes 1395
Norbornyl bromide, and E2elimination 1303
Norbornyl cations 408 415 1394
Norbornyl cations ab initio calculations 415
Norbornyl cations and NMR 415 416
Norbornyl cations as nonclassical ions 414—415
Norbornyl compounds and nonclassical ions 415
Norbornyl compounds and the reaction 396
Norbornyl compounds neighboring group effects 414
Norbornyl compounds solvolysis 414
Norbornylmethyl, neighboring group effects 418
Norcaradiene 1087
Norcaradiene ring expansion 1427
Normant reagents 1026
Norrish Type I cleavage 318—319 1354
Norrish Type II cleavage 318—319 1299
Nortricyclane 415
Nosylate, leaving group 446
Nuclear magnetic resonance spectroscopy see “NMR”
Nucleofuge 385
Nucleofuge and elimination reactions 1319
Nucleofuge definition 275 389
Nucleofuges and solvent ionizing power 452
Nucleophile definition 389 438
Nucleophile effect on substitution 438—445
Nucleophiles ambident 458—461
Nucleophiles ambident, cyanide 459 562
Nucleophiles ambident, enolate anions 458
Nucleophiles ambident, nitrite 459
Nucleophiles ambident, nitro anions 459
Nucleophiles ambident, phenoxide 459
Nucleophiles ambident, types 458—459
Nucleophiles amide bases 500
Nucleophiles and mechanism 275
Nucleophiles and norbornyl cations 1395
Nucleophiles and nucleophilic aromatic substitution 861
Nucleophiles and steric hindrance 444
Nucleophiles carbon, coupling reactions 534
Nucleophiles effect of counterion 460
Nucleophiles order of strength 443
Nucleophiles sulfur, and SET mechanism 495
Nucleophilic addition to alkenes 975—977
Nucleophilic addition to carbonyls, ab initio study 1173
Nucleophilic catalysis, and. hydrolysis of anhydrides 469
Nucleophilic catalyst, pyridine 576
Nucleophilic radicals 903
Nucleophilic rearrangements see “Rearrangements”
Nucleophilic rearrangements, long range 1387—1388
Nucleophilic strength 439
Nucleophilic strength and HSAB theory 443
Nucleophilic strength and solvation 443
Nucleophilic strength and solvent effects 461
Nucleophilic strength and steric hindrance 444
Nucleophilic strength and the alpha effect 445
Nucleophilic strength and the Swain — Scott equation 444
Nucleophilic strength at sulfonyl sulfur 575
Nucleophilic strength nucleophilicity 444
Nucleophilic strength of common reagents 444
Nucleophilic, mechanism 275
Nucleophilicity 444
o-Bromoanisole, reaction with amide anion 854
o-methylacetophenone 1560
Octabisvalene 183
Octaphenyldibenzo[a,c]napthacene 44
Octet rule 12
Octopus molecule 107
Olefin see “Alkene”
Olefin metathesis see “Metathesis alkene”
Olefination also see “Alkenylation”
Olefination Peterson 1228
Olefination Wittig 1231—1237
Onium salts alkylation with 482
Onium salts reaction with alcohols 482
Onium salts reaction with carboxylic acid salts 489
Oppenauer oxidation 1516
Optical activity 125—139
Optical activity and adamantanes 131
Optical activity and amines 129—130
Optical activity and atropisomers 132
Optical activity and biphenyls 131—132
Optical activity and Grignard reagents 762
Optical activity and helicenes 134—135
Optical activity and metallocenes 135
Optical activity and molecular knots 136
Optical activity and paracyclophanes 135—136
Optical activity and spiranes 134
Optical activity and symmetry 127—128
Optical activity and Troger’s base 130
Optical activity andallenes 133—134
Optical activity causes of 143—144
Optical activity definition 125
Optical activity in substituted cyclohexanes 175
Optical antipodes 125
Optical inactivity, definition 125
Optical purity 155—156
Optical purity and NMR 155—156
Optical rotation 126—127
Optical rotatory dispersion, and enantiomeric composition 143
Optically active compounds, categories 128—136
| Orbital overlap, m [2+2]-cycloadditions 1079
Orbital symmetry and cyclopropyl rearrangements 1400
Orbital symmetry and the Ramberg — Backlund reaction 1342
Orbital symmetry and [1,3]- and [l,5]-alkyl sigmatropic rearrangements 1441
Orbital symmetry conservation of 1068
Orbital symmetry conservation, and electrocyclic rearrangements 1434
Orbital symmetry rules, and [1,5]-H sigmatropic rearrangements 1438
Orbitals 3
Orbitals 45
Orbitals 8
Orbitals 8
Orbitals 8
Orbitals , butadiene 36
Orbitals and hyperconjugation 71—72
Orbitals antibonding 4
Orbitals atomic 4
Orbitals bonding 4
Orbitals bonding, allylic system 38
Orbitals gerade 5
Orbitals highest occupied see “HOMO”
Orbitals hybrid 6
Orbitals LCAO model 5
Orbitals lowest unoccupied see “LUMO”
Orbitals molecular see “MO”
Orbitals nonbonding 37
Orbitals overlap in Diels — Alder reactions 1074
Orbitals overlap, cyclopropane 181
Orbitals sigma 4
Orbitals sp 6
Orbitals stabilization of carbanions 231
Orbitals ungerade 5
Organic Syntheses 1626
Organoaluminates, lithium dimerization 940
Organoaluminum reagents and Ziegler catalysts 1020
Organoaluminum reagents coupling with alkyl halides 541
Organobarium reagents, reaction with epoxides 547
Organoboranes, addition to aldehydes and ketones 1210
Organocadmium reagents preparation of 566
Organocadmium reagents reaction with acyl halides 566
Organocalcium compounds and reactions with alcohols 544
Organocalcium compounds mechanism of reaction 237
Organocerium reagents, reaction with aldehydes or ketones 1205
Organocerium reagents, reaction with amides 1215
Organocerium reagents, reaction with hydrazones 1216
Organocopper compounds, reaction with haloalkenes 423
Organocopper reagents, and the Ullman reaction 871
Organocuprates and reactions 423
Organocuprates and acyloxylation of conjugated compounds 1033
Organocuprates and the mechanism 539—540
Organocuprates and the mechanism 540
Organocuprates and transmetallation 803
Organocuprates conjugate addition 1027
Organocuprates coupling reactions 538 939
Organocuprates coupling with alkyl halides 538—540
Organocuprates Gilman reagents 539
Organocuprates higher order 539
Organocuprates higher order, by transmetallation 804
Organocuprates lithium coupling reactions 538
Organocuprates magnesium, coupling reactions 538
Organocuprates mixed 539
Organocuprates mixed, reaction with acyl halides 566
Organocuprates reaction with acyl halides 566
Organocuprates reaction with aldehydes 1205
Organocuprates reaction with allylic acetates 545
Organocuprates reaction with allylic esters 545
Organocuprates reaction with amines 800
Organocuprates reaction with aryl halides 539 868
Organocuprates reaction with conjugated aldehydes 1027
Organocuprates reaction with conjugated esters 1027
Organocuprates reaction with conjugated ketones 1027
Organocuprates reaction with conjugated sulfones 1028
Organocuprates reaction with dibromoketones 539
Organocuprates reaction with dithiocarboxylic acids 1215
Organocuprates reaction with epoxides 547
Organocuprates reaction with propargyl acetates 545
Organocuprates reaction with sulfonate esters 543
Organoindium reagents, allylic, reaction with imines 1216
Organolithium reagents and aggregates 236
Organolithium reagents and conjugate addition 1029
Organolithium reagents and coupling of alcohols 544
Organolithium reagents and coupling of sulfones 544
Organolithium reagents and enolization 1209
Organolithium reagents and reduction 1209
Organolithium reagents and sparteine as a chiral additive 1215
Organolithium reagents and the Wurtz reaction 806
Organolithium reagents and transmetallation 803
Organolithium reagents butyllithium 236
Organolithium reagents coupling with alkyl halides 537
Organolithium reagents coupling with alkyl halides, and ESR 538
Organolithium reagents ethyllithium 240
Organolithium reagents from alkyl halides 806
Organolithium reagents from aryl halides 806
Organolithium reagents from thioethers 941
Organolithium reagents isopropyllithium 236
Organolithium reagents methyllithium 234
Organolithium reagents neopentyllithium 234
Organolithium reagents ortho-lithiation 792
Organolithium reagents Pd and elimination of sulfones 1336
Organolithium reagents phenyllithium 236
Organolithium reagents reaction with 1216
Organolithium reagents reaction with 801
Organolithium reagents reaction with aldehydes or ketones 1205—1209
Organolithium reagents reaction with alkenes 791 792 1025
Organolithium reagents reaction with alkyl halides 807
Organolithium reagents reaction with alkyl halides, and CIDNP 808
Organolithium reagents reaction with allylic ethers 558
Organolithium reagents reaction with amides 568
Organolithium reagents reaction with amines 500
Organolithium reagents reaction with ammonium salts 792 1332
Organolithium reagents reaction with aromatic compounds 791 872
Organolithium reagents reaction with azides 799
Organolithium reagents reaction with benzothiazoles 1029
Organolithium reagents reaction with boronic esters 1424
Organolithium reagents reaction with carboxylic acids 568 1213
Organolithium reagents reaction with CeCl_3 1215
Organolithium reagents reaction with CO 801
Organolithium reagents reaction with conjugated compounds and 1033
Organolithium reagents reaction with epoxides 546 1329
Organolithium reagents reaction with esters 567
Organolithium reagents reaction with ethers 1328 1421
Organolithium reagents reaction with formamides 801
Organolithium reagents reaction with halo nitriles 1217
Organolithium reagents reaction with heterocycles 871
Organolithium reagents reaction with hydroxylamines 799
Organolithium reagents reaction with iron pentacarbonyl 801
Organolithium reagents reaction with isonitriles 1252
Organolithium reagents reaction with ketones and CO 1207
Organolithium reagents reaction with nitrogen 800
Organolithium reagents reaction with oxazine iminium salts 559
Organolithium reagents reaction with oxazines 558 559
Organolithium reagents reaction with oxetanes 546
Organolithium reagents reaction with oximes 1216
Organolithium reagents reaction with oxygen 795
Organolithium reagents reaction with phosphonium salts 793 1231
Organolithium reagents reaction with pyridine 871
Organolithium reagents reaction with thionolactones 1215
Organolithium reagents reaction with tosyl azide 799
Organolithium reagents reaction with tosylhydrazones 1334
Organolithium reagents regioselectivity 792
Organolithium reagents structure 2326
Organolithium reagents t-butyllithium 234 237
Organolithium reagents vinyllithium 233 236
Organomagnesium compounds also see “Grignard reagents”
Organomagnesium compounds, from organomercury 228
Organomanganese reagents 1208
Organomercury bromides, rate of reaction with bromine 768
Organomercury compounds and the reaction 761—762
Organomercury compounds reaction with organomagnesium 228
Organomercury halides, reaction with dicobalt octacarbonyl 800
Organometallic compounds also see “Boranes” “Carbanions” “Grignard “Organocuprates” “Organolithium
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