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| Smith M.B., March J. — March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure |
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| Предметный указатель |
Organometallic compounds addition to C=N compounds 1216
Organometallic compounds and NMR 234
Organometallic compounds definition of 227
Organometallic compounds from alkenes 791 1016 1683
Organometallic compounds from alkyl halides 805 1683
Organometallic compounds from aryl halides 736 805 1683
Organometallic compounds from carboxylic acid salts 1683
Organometallic compounds from halides 1683
Organometallic compounds from hydrocarbons 793
Organometallic compounds from metallation with metals 1683
Organometallic compounds from metallation with organometallic compounds 1683
Organometallic compounds from metallation with strong bases 1683
Organometallic compounds from organocopper compounds 1683
Organometallic compounds from organometallic compounds 802 1683
Organometallic compounds from rearrangement of Grignard reagents 1683
Organometallic compounds fromsulfides 1683
Organometallic compounds hydrolysis of 794
Organometallic compounds reaction with acids 736 784
Organometallic compounds reaction with alkyl halides 807
Organometallic compounds reaction with azides 799
Organometallic compounds reaction with aziridines 548
Organometallic compounds reaction with hydroxylamines 799
Organometallic compounds reaction with iodine 798
Organometallic compounds reaction with oxygen 795
Organometallic compounds reaction with peroxides 796
Organometallic compounds structure of 234—237
Organometallic compounds transmetallation 803 804
Organosamarium compounds, allylic, reaction with imines 1216
Organostannanes see “Organotin”
Organotin reagents 1210
Organotin reagents allylic, reaction with imines 1216
Organotin reagents reaction with alkyl halides, CO and Pd catalyst 801
Organotin reagents vinyl, reaction with isocyanates 1218
Organotin reagents vinyltin and the Stille reaction 931
Organotitanium reagents 1208
Organozinc reagents 1210
Organozirconium complex, reaction with alkenes 1026
Organozirconium reagents 1208
Organozirconium reagents, and Schwartz’s reagent 1020
Ortho effect 688
Ortho effect and reaction rate 375
Ortho esters by the Williamson ether synthesis 1683
Ortho esters from addition of alcohols to formic acid 1683
Ortho esters from reaction of alkoxides with 1,1,1-trihalides 1683
Ortho esters from transetherification 1683
Ortho esters from trihalides and alkoxides 477
Ortho esters reaction with Grignard reagents 545
Ortho esters transetherification 480
ortho- Substitution 681
Ortho/para ratio and electrophilic aromatic substitution 685
Ortho/para ratio Fries rearrangement 726
Ortho/para ratio in the Orton rearrangement 729
Ortho/para ratio ortho effect 688
Ortho/para ratio rate of reaction 690
Ortho/para ratio with multiple substituents 687
Orthoformates, reaction with sulfonic acids 576
Orton rearrangement 728—729
Orton rearrangement photochemical 729
Osazones, from hydroxy aldehydes or ketones and hydrazines 1193
Osmium tetroxide and reaction of alkenes with Chloramme-T 1056
Osmium tetroxide reaction with alkenes 1049
Osmium tetroxide with Jones reagent, and oxidative cleavage 1526
Out-in isomers and out-out isomers 163
Oxa-di- -methane rearrangements 1461
Oxacyclooctane, conformation 178
Oxalyl chloride reaction with amides 515
Oxalyl chloride reaction with carboxylic acids 523
Oxalyl chloride with DMSO for oxidation of alcohols 1516
Oxaphosphetanes, and the Wittig reaction 1234
Oxazine anions, reaction with alkyl halides 558—559
Oxazine iminium salts alkylation of 559
Oxazine iminium salts reaction with Grignard reagents 559
Oxazines and the Meyers synthesis 558
Oxazines conversion to aldehydes 558
Oxazines conversion to ketones 559
Oxazines reaction with organolithium reagents 558
Oxazoborolidines, and asymmetric reduction of aldehydes or ketones 1201
Oxazolines aryl, reaction with Grignard reagents 868
Oxazolines reaction with organolithium reagents 559
Oxepin, and Cope rearrangement 1448
Oxetane, conformation 177
Oxetanes and the Prins reaction 1241
Oxetanes by the Paterno — Buchi reaction 1249
Oxetanes from reaction of alkenes with aldehydes or ketones 1249
Oxetanes of alkanes, by the Gif system 1533
Oxetanes reaction with amines 505
Oxetanes reaction with organolithium reagents 546
Oxetanes reaction with trimethylsilyl cyanide 506
Oxetanes spirocyclic, by the Paterno — Biichi reaction 1249
Oxidation allylic 915
Oxidation asymmetric, with bacterial monooxygenases 1590 (ref. 457)
Oxidation definition 1506
Oxidation enzymatic 1517
Oxidation Lavoisier’s definition 1506
Oxidation of alkenes with  290
Oxidation of alkenes, reaction for 914
Oxidation of amines by nitric acid 697
Oxidation of aromatic aldehydes or ketones 1528
Oxidation of aromatic amines 724
Oxidation of boranes 1014
Oxidation of hydrocarbons, by the Gif system 1533
Oxidation of phenols 724
Oxidation polymer supported 1515
Oxidation remote 1513
Oxidation state and functional groups 1507
Oxidation-reduction mechanisms addition-elimination 1509
Oxidation-reduction mechanisms and direct electron transfer 1508
Oxidation-reduction mechanisms and ester intermediate 1508
Oxidation-reduction mechanisms displacement 1509
Oxidation-reduction mechanisms hydride transfer 1508
Oxidation-reduction mechanisms hydrogen atom transfer 1508
Oxidation-reduction mechanisms SET 1508
Oxidative cleavage see “Cleavage”
Oxime esters, and the Beckmann rearrangement 1415
Oxime tosylates and the Neber rearrangement 1410
Oxime tosylates fragmentation to nitriles 1349
Oxime tosylates rearrangement with base 1410
Oximes and high pressure 1194
Oximes by the Barton reaction 1684
Oximes catalytic hydrogenation 1554
Oximes conversion to gem-difluoridea 1197
Oximes dehydration 1348
Oximes formation and pH 1194
Oximes from  -nitro alkenes 1558
Oximes from alcohols 1684
Oximes from aldehydes 1194 1684
Oximes from alkenes 1684
Oximes from amines 1684
Oximes from cyclic ketones 1684
Oximes from Grignard reagents 1684
Oximes from hydroxylamine 1684
Oximes from ketones 1194 1684
Oximes from nitrites 1684
Oximes from nitro compounds 1558 1684
Oximes from oximes 938
Oximes hydrolysis of 938 1177 1463
Oximes oxidation of 1539
Oximes reaction with  1349 1415
Oximes reaction with alkyl halides 494
Oximes reaction with anhydrides 1348
Oximes reaction with aryl diazonium salts 938
Oximes reaction with HCN 1240
Oximes reaction with organolithium reagents 1216
Oximes reaction with Oxone 1540
Oximes reaction with peroxyacids 1539
Oximes reduction of 1203 1554
Oximes reduction with  1554—1555
Oximes reduction with Bakers yeast 1554
Oximes reduction with Dibal 1555
Oximinoketones, from ketones 780
| Oxiranes see “Epoxides”
Oxirenes, trapping in argon 1054
Oxoammonium salts, and oxidation of alcohols 1515
Oxone and hydrolysis of nitriles 1179
Oxone reaction with aldehydes 917
Oxone reaction with amines 1539
Oxone reaction with oximes 1540
Oxonin, and aromaticity 63
Oxonium salts from alkyl halides 492
Oxonium salts from ethers 492
Oxonium salts from ketones 492
Oxonium salts from oxonium salts 492
Oxonium salts reaction with ethers 492
Oxy — Cope rearrangement 1445 1452
Oxygen and coupling of organocuprates 939
Oxygen photosensitization 921
Oxygen radiolabeled, solvolysis 398
Oxygen reaction with dienes 1054
Oxygen reaction with Grignard reagents 795
Oxygen reaction with organolithium reagents 795
Oxygen reaction with organometallic compounds 795
Oxygen reaction with phenanthrene 1054
Oxygen reaction with terpinene 1055
Oxygen singlet see “Singlet oxygen”
Oxygen valence electrons 12—13
Oxygenation, radical, of alkenes 914
Oxymercuration, of alkenes 993
Ozone see “Ozonolysis”
Ozone as a 1,3-dipole 1060
Ozone oxidation of alkynes 1540
Ozone reaction with alkenes 914 1522—1525
Ozone reaction with alkynes 1523
Ozone reaction with amines 1539
Ozonides 1522
Ozonolysis 1532
Ozonolysis and bisperoxide intermediates 1523
Ozonolysis and dioxirane 1525
Ozonolysis and labeling experiments 1525
Ozonolysis and stereochemistry of alkenes 1524
Ozonolysis of alkynes 1523
Ozonolysis of benzene 1523
Ozonolysis oxidation of ozonides 1522
Ozonolysis reduction of ozonide 1522
Ozonolysis substituent effects 1522
p Character, and strain 181
p-Aminobenzophenone 1560
p-Bromobenzenesulfonate, leaving group 446
p-Bromotoluene, nitration and the ortho effect 688
p-Chlorobenzhydryl chloride 399
p-Dinitrobenzene, dipole moment 16
p-Nitrobenzenesulfonate, leaving group 446
p-Nitrotoluene, dipole moment 16
p-Toluenesulfonate, leaving group 446
Pagodane 183
Palladium and dehydrogenation of amines 1519
Palladium catalysts and  -bond rearrangements 1460
Palladium catalysts and addition of amines to alkenes 1001
Palladium catalysts and all carbon [3+2]-cycloadditions 1076
Palladium catalysts and carbonylation of halides 464
Palladium catalysts and coupling reactions 540
Palladium catalysts and diamination of alkenes 1057
Palladium catalysts and diamine formation 502
Palladium catalysts and formation of thioethers 496
Palladium catalysts and preparation of sulfones 498
Palladium catalysts and reaction of aryl triflates and zinc cyanide 724
Palladium catalysts and reaction of organotin, CO, alkyl halides 801
Palladium catalysts and rearrangement of epoxy ketones 1398
Palladium catalysts and Suzuki coupling 868
Palladium catalysts and the Heck reaction 930
Palladium catalysts and the Hurtley reaction 869
Palladium catalysts and the Stille reaction 932
Palladium catalysts for alkylation of amines 500
Palladium catalysts for coupling allylic acetates with acids 944
Palladium catalysts for hydrogenation 1003
Palladium catalysts for isomerization of alkynes to dienes 773
Palladium catalysts for the Cope rearrangement 1446
Palladium chloride, and oxidation of alkenes with water 1537—1538
Palladium compounds, and enolate anions 551
Palladium elimination from allylic acetates 1330
Pancreatic porcine lipase, formation of lactams 508
para-Claisen rearrangement 1449
para-Substitution 681
Paracyclophanes and NMR 47
Paracyclophanes and optical activity 135—136
Paracyclophanes and ring current 47
Paracyclophanes by acyloin condensation 1562
Paracyclophanes structural distortion 43—44
Paraformaldehyde 1245
Paramagnetic ring current, and antiaromaticity 67
Paratropic, NMR and antiaromaticity 68
Partial bond fixation 49
Partial rate factors and aryl radicals 905
Partial rate factors and electrophilic aromatic substitution 685 690
Partition factor 677
Partitioning effect 677
Partitioning effect and the  reaction 852
Passerini reaction 1252
Pasteur tweezer method, and resolution 153
Patents 1607
Paterno — Buechi reaction 1249
Paterno — Buechi reaction diastereoselectivity 1250
Paterno — Buechi reaction photosensitization 1250
Pauli exclusion principle 3
Pauli principle, and radicals 238
Pauling electronegativity 14
Pauson — Khand reaction 1091
Payne rearrangement 481
Pentacyclo![$[3.3.2.0^{2,4}.0^{3,7}.0^{6,8}]$](/math_tex/a54225c13c2a15ef079457bff985ca2982.gif) decane 1459
Pentacyclododecanes 183
Pentacyclohexadeca-l,7-dienes 188
Pentacyclooctanes 183
Pentahaloethanes, and ElcB elimination 1309
Pentalene and aromaticity 54
Pentalene derivatives 55
Pentalene dianion, and aromaticity 5
Pentamethylbenzenonium ion 678
Pentamethylhexane, formal steric enthalpy 190
Pentane, bond energy 23
Pentaprismane 183
Peptide synthesis, and DCC 509
Peptide synthesizers 510
Peracyclene 69
Pericyclic, mechanism 275
Periodate, sodium, on silica gel with microwaves 1589 (ref. 449)
Periodic acid and in oxidative cleavage 1526
Periodic acid and oxidative cleavage of diols 1520
Periodic table and acid strength 345
Periodic table and Lewis acids 345
Periodic table and nucleophilic strength 439
Periodinane, and oxidation of alcohols 1516
Peristylanes 183
Perkln reaction 1219 1229
Permanganate potassium and oxidation of alcohols 1515
Permanganate potassium and oxidation of sulfoxides 1541
Permanganate potassium oxidation of alkyl groups on aromatic compounds 1527
Permanganate potassium oxidative cleave with crown ethers 1526
Permanganate potassium reaction with aldehydes 918
Permanganate potassium reaction with alkenes 290 1049
Permanganate potassium reaction with amines 1539
Peroxide, hydrogen, reaction with alkenes 1049
Peroxides also see “Hydroperoxides” “Peroxyacids”
Peroxides acyl, reaction with aromatic compounds 932
Peroxides acyl, reaction with Grignard reagents 796
Peroxides and addition of HBr to alkenes 992
Peroxides and extrusion of  1354
Peroxides and NBS bromination 911
Peroxides and the Prins reaction 1242
Peroxides and the Story synthesis 1355
Peroxides diacyl, preparation of 492
Peroxides dialkyl, from hydroperoxides 492
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