Modern arylation methods:
Gespeichert in:
| Format: | Buch |
|---|---|
| Sprache: | English |
| Veröffentlicht: |
Weinheim
Wiley-VCH-Verl.
2009
|
| Schlagworte: | |
| Online-Zugang: | Inhaltstext Inhaltsverzeichnis |
| Beschreibung: | Literaturangaben |
| Beschreibung: | XVII, 543 S. Ill., graph. Darst. 25 cm |
| ISBN: | 9783527319374 |
Internformat
MARC
| LEADER | 00000nam a2200000 c 4500 | ||
|---|---|---|---|
| 001 | BV035463961 | ||
| 003 | DE-604 | ||
| 005 | 20090514 | ||
| 007 | t | ||
| 008 | 090502s2009 gw ad|| |||| 00||| eng d | ||
| 015 | |a 08,N24,1042 |2 dnb | ||
| 015 | |a 09,A13,0926 |2 dnb | ||
| 016 | 7 | |a 988812053 |2 DE-101 | |
| 020 | |a 9783527319374 |c Pp. : EUR 149.00 (freier Pr.), ca. sfr 235.00 (freier Pr.) |9 978-3-527-31937-4 | ||
| 024 | 3 | |a 9783527319374 | |
| 028 | 5 | 2 | |a 1131937 000 |
| 035 | |a (OCoLC)276227006 | ||
| 035 | |a (DE-599)DNB988812053 | ||
| 040 | |a DE-604 |b ger |e rakddb | ||
| 041 | 0 | |a eng | |
| 044 | |a gw |c XA-DE-BW | ||
| 049 | |a DE-29T |a DE-92 |a DE-11 | ||
| 050 | 0 | |a QD262 | |
| 082 | 0 | |a 541/.39 |2 22 | |
| 082 | 0 | |a 547.2 |2 22/ger | |
| 084 | |a VK 5500 |0 (DE-625)147401:253 |2 rvk | ||
| 084 | |a VK 6000 |0 (DE-625)147413:253 |2 rvk | ||
| 084 | |a 540 |2 sdnb | ||
| 245 | 1 | 0 | |a Modern arylation methods |c ed. by Lutz Ackermann |
| 264 | 1 | |a Weinheim |b Wiley-VCH-Verl. |c 2009 | |
| 300 | |a XVII, 543 S. |b Ill., graph. Darst. |c 25 cm | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 500 | |a Literaturangaben | ||
| 650 | 4 | |a Arylation | |
| 650 | 4 | |a Organic compounds |x Synthesis | |
| 650 | 0 | 7 | |a Arylierung |0 (DE-588)4387576-2 |2 gnd |9 rswk-swf |
| 655 | 7 | |0 (DE-588)4143413-4 |a Aufsatzsammlung |2 gnd-content | |
| 689 | 0 | 0 | |a Arylierung |0 (DE-588)4387576-2 |D s |
| 689 | 0 | |5 DE-604 | |
| 700 | 1 | |a Ackermann, Lutz |d 1972- |e Sonstige |0 (DE-588)123337976 |4 oth | |
| 856 | 4 | 2 | |q text/html |u http://deposit.dnb.de/cgi-bin/dokserv?id=3112935&prov=M&dok_var=1&dok_ext=htm |3 Inhaltstext |
| 856 | 4 | 2 | |m HBZ Datenaustausch |q application/pdf |u http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017383748&sequence=000004&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |3 Inhaltsverzeichnis |
| 943 | 1 | |a oai:aleph.bib-bvb.de:BVB01-017383748 | |
Datensatz im Suchindex
| _version_ | 1805092271388884992 |
|---|---|
| adam_text |
Titel: Modern arylation methods
Autor: Ackermann, Lutz
Jahr: 2009
Contents
Preface XIII
List of Contributors XV
1 Arylation Reactions: A Historical Perspective 1
Lutz Ackermann
1.1 Structure and Bonding of Benzene 1
1.2 Syntheses of Substituted (Hetero)Arenes, and the Contents of
this Book 3
Abbreviations 18
References 18
2 Metal-Catalyzed Coupling Reactions with Aryl Chlorides,
Tosylates and Fluorides 25
Adam Littke
2.1 Introduction 25
2.2 Coupling Reactions of Aryl Chlorides 26
2.2.1 Nickel-Catalyzed Cross-Couplings of Aryl Chlorides 27
2.2.2 Palladium-Catalyzed Cross-Coupling Reactions 29
2.2.2.1 Suzuki Reaction 29
2.2.2.2 Stille Reaction 42
2.2.2.3 Hiyama Coupling 45
2.2.2.4 Negishi Coupling 49
2.2.2.5 Kumada Coupling 51
2.3 Coupling Reactions of Aryl Fluorides 53
2.4 Coupling Reactions of Aryl Tosylates 56
2.5 Conclusions 59
Abbreviations 60
References 62
Modem Arylation Methods. Edited by Lutz Ackermann
Copyright © 2009 WILEY-VCH Verlag GmbH Co. KGaA, Weinheim
ISBN: 978-3-527-31937-4
I
3 Palladium-Catalyzed Arylations of Amines and a-C-H Acidic
Compounds 69
Bjorn Schlummer and Ulrich Scholz
3.1 Introduction 69
3.2 Palladium-Catalyzed Arylations of Amines 70
3.2.1 Historical Development 70
3.2.2 Catalytic Systems 72
3.2.2.1 Palladium Sources 73
3.2.2.2 Ligands 73
3.2.2.3 Bases 83
3.2.2.4 Solvents 84
3.2.3 Aryl Halides 85
3.2.4 Arylsulfomc Acid Esters 86
3.2.5 Heteroaromatic Electrophiles 87
3.2.6 Amines as Nucleophiles 89
3.2.7 Amine Derivatives as Nucleophiles 90
3.2.8 Applications 92
3.2.9 Mechanistic Aspects 94
3.2.10 Chirality 95
3.3 Palladium-Catalyzed Arylations of oc-C—H Acidic Compounds 96
3.3.1 Historical Development 96
3.3.2 Catalytic Systems 98
3.3.3 a-Arylations of Esters 98
3.3.4 a-Arylations of Malonates and a-Cyano Esters 102
3.3.5 a-Arylations of Ketones 103
3.3.6 a-Arylations of Amides 104
3.3.7 a-Arylations of Nitriles 106
3.4 Summary and Conclusions 109
Abbreviations 111
References 112
4 Copper-Catalyzed Arylations of Amines and Alcohols with
Boron-Based Arylating Reagents 121
Andrew W. Thomas and Steven V. Ley
4.1 Introduction 121
4.2 Discovery and Development of a New O-H Bond
Arylation Reaction: From Stoichiometric to Catalytic
in Copper 123
4.3 Mechanistic Considerations 125
4.4 Miscellaneous Applications 127
4.4.1 Additional Applications with ArB(OH)2 127
4.4.2 Alternatives to ArB(OH)2 128
4.4.3 Alternatives to Phenols 131
4.5 Development of a New N-H Bond Arylation Reaction 132
4.5.1 Stoichiometric in Copper 132
I
4.5.2 Alternatives to Boronic Acids 138
4.6 Development of a New N-H Bond Arylation Reaction:
Catalytic in Copper 138
4.6.1 Proposed Mechanism 140
4.6.2 Additional Important Non-N-H Arylation Examples 147
4.7 Summary and Conclusions 149
Abbreviations 151
References 152
5 Metal-Catalyzed Arylations of Nonactivated Alkyl (Pseudo)Halides
via Cross-Coupling Reactions 155
Masaharu Nakamura and Shingo Ito
5.1 Introduction 155
5.2 Palladium-Catalyzed Arylations of Alkyl (Pseudo)Halides 156
5.3 Nickel-Catalyzed Arylations of Alkyl (Pseudo)Halides 163
5.4 Iron-Catalyzed Arylations of Alkyl (Pseudo)Halides 168
5.5 Copper- and Cobalt-Catalyzed Arylations of Alkyl
(Pseudo)Halides 174
Abbreviations 179
References 179
6 Arylation Reactions of Alkynes: The Sonogashira Reaction 183
Mihai S. Viciu and Steven P. Nolan
6.1 Introduction 183
6.2 Palladium-Catalyzed Reactions: Ligands and Reaction Protocols 185
6.2.1 Phosphine-Based Ligands 185
6.2.1.1 Copper-Free Catalytic Systems 186
6.2.1.2 Hemilabile Ligands 188
6.2.1.3 Ionic Liquids as Reaction Media 190
6.2.1.4 Reactions in Aqueous Media 190
6.2.1.5 Recyclable Phosphine-Based Catalytic Systems 191
6.2.2 N-Heterocyclic Carbene Ligands for Sonogashira Coupling 192
6.2.3 Palladacycles as Catalysts in Sonogashira Reactions 197
6.2.4 Nitrogen-Coordinating Ligands 299
6.3 Alternative Metal Catalysts 205
6.3.1 Nickel-Catalyzed Sonogashira Reaction 205
6.3.2 Ruthenium-Based Catalytic Systems 206
6.3.3 Indium-Based Catalytic Systems 207
6.3.4 Copper-Based Catalytic Systems 207
6.4 Mechanism of the Sonogashira Reaction 208
6.4.1 Palladium- and Copper-Based Catalytic Systems 209
6.4.2 Copper-Free Catalytic Systems 210
6.5 Concluding Remarks 214
Abbreviations 215
References 226
I
7 Palladium-Catalyzed Arylation Reactions of Alkenes
(Mizoroki-Heck Reaction and Related Processes) 221
Verena T. Trepohl and Martin Oestreich
7.1 Introduction 221
7.2 Mizoroki-Heck Arylations 222
7.2.1 Mechanistic Considerations 222
7.2.2 Intermolecular Mizoroki-Heck Arylations 225
7.2.2.1 Intermolecular Arylations 225
7.2.2.2 Asymmetric Intermolecular Arylations 232
7.2.2.3 Directed Intermolecular Arylations 235
7.2.3 Intramolecular Mizoroki-Heck Arylations 239
7.2.3.1 Intramolecular Arylations 239
7.2.3.2 Asymmetric Intramolecular Arylations 239
7.2.3.3 Desymmetnzing Intramolecular Arylations 245
7.3 Reductive Mizoroki-Heck-Type Arylations 248
7.3.1 Mechanistic Considerations 249
7.3.2 Intermolecular Arylations: The Bicyclo[2.2.1]heptane Case 250
7.3.3 Reductive Mizoroki-Heck-Type Arylation in Action 252
7.4 Oxidative Mizoroki-Heck-Type Arylations 254
7.4.1 Mechanistic Considerations 254
7.4.2 Intermolecular C-C Bond Formation 255
7.4.2.1 Arenes as Nucleophiles 255
7.4.2.2 Hetarenes as Nucleophiles 256
7.4.3 Intramolecular C-C Bond Formation 259
7.4.3.1 Arenes as Nucleophiles 259
7.4.3.2 Hetarenes as Nucleophiles 261
Abbreviations 264
References 264
8 Modern Arylations of Carbonyl Compounds 271
Christian Defieber and Erick M. Carreira
8.1 Introduction 271
8.2 Enantioselective Arylation of Aldehydes 271
8.2.1 Zinc-Mediated Asymmetric Arylation of Aldehydes 271
8.2.2 Rhodium-Catalyzed Asymmetric Arylation of Aldehydes 274
8.3 Enantioselective Arylation of Ketones 276
8.3.1 Enantioselective Arylation of Aryl-Alkyl-Substituted Ketones 276
8.3.2 Enantioselective Arylation of I satins 277
8.3.3 Enantioselective Arylation of Trifluoromethyl-
Substiruted Ketones 277
8.4 Enantioselective Arylation of Imines 278
8.4.1 Zinc-Mediated Enantioselective Phenylation of Imines 278
8.4.2 Rhodium-Catalyzed Enantioselective Arylation of Imines 279
8.4.3 Rhodium-Catalyzed Diastereoselective Arylation
of Imines 280
8.5 Conjugate Asymmetric Arylation 281
8.5.1 Aryl Sources for the Conjugate Asymmetric Arylation 281
8.5.2 Ligand Systems 282
8.5.3 Conjugate Arylation with Diphosphine-Palladium(II) Complexes 284
8.5.4 Enantioselective Conjugate Arylation of a.pMJnsaturated
Aldehydes 285
8.5.5 Enantioselective Conjugate Arylation of Maleimides 286
8.5.6 Additional Acceptors for Rhodium/Diene-Catalyzed Conjugate
Arylation 288
8.5.7 Enantioselective Conjugate Arylation of 2,3-Dihydro-4-Pyridones 289
8.5.8 Enantioselective Conjugate Arylation of Coumarins 290
8.5.9 Conjugate Arylation of Chiral, Racemic a,p-Unsaturated Carbonyl
Compounds 290
8.5.10 Conjugate Asymmetric Arylation of 3-Substituted a,P-unsaturated
Carbonyl Compounds 291
8.5.11 1,6-Addition of Arylboronic Acids to a,p,y,8-Unsaturated
Carbonyl Compounds 291
8.6 Tandem Processes 293
8.6.1 Rhodium-Catalyzed Enantioselective Conjugate
Arylation-Protonation 293
8.6.2 Rhodium-Catalyzed Conjugate Arylation-Aldol-Addition 295
8.6.3 Rhodium-Catalyzed Conjugate Arylation-Allylation 296
8.6.4 Rhodium-Catalyzed Sequential Carbometallation-Addition 296
8.7 Enantioselective Friedel-Crafts Arylation 298
8.7.1 Metal-Catalyzed Enantioselective Friedel-Crafts Arylations 298
8.7.2 Organocatalysis in Friedel-Crafts Arylation 300
8.8 Conclusions 303
Abbreviations 304
References 304
9 Metal-Catalyzed Direct Arylations (excluding Palladium) 311
Lutz Ackermann and Ruben Vicente
9.1 Introduction 311
9.2 Rhodium-Catalyzed Direct Arylations 312
9.2.1 Rhodium-Catalyzed Direct Arylations of Arenes 312
9.2.2 Rhodium-Catalyzed Direct Arylations of Heteroarenes 317
9.3 Ruthenium-Catalyzed Direct Arylations 320
9.3.1 Ruthenium-Catalyzed Direct Arylations with Organometallic
Reagents 320
9.3.2 Ruthenium-Catalyzed Direct Arylations with Aryl (Pseudo)
Halides 322
9.4 Iridium-, Copper- and Iron-Catalyzed Direct Arylations 327
9.5 Conclusions 330
Abbreviations 330
References 331
I
10 Palladium-Catalyzed Direct Arylation Reactions 335
Masahiro Miura and Tetsuya Satoh
10.1 Introduction 335
10.2 Intermolecular Arylation of Functionalized Arenes 337
10.2.1 Reaction of Phenols and Benzyl Alcohols 337
10.2.2 Reaction of Aromatic Carbonyl and Pyndyl Compounds 341
10.2.3 Reaction of Miscellaneous Aromatic Substrates 345
10.3 Intramolecular Reaction of Haloaryl-Linked Arenes 346
10.4 Intermolecular Arylation Reactions of Heteroaromatic
Compounds 348
10.4.1 Reaction of Pyrroles, Furans and Thiophenes 348
10.4.2 Reaction of Imidazoles, Oxazoles and Thiazoles 353
10.4.3 Reaction of Six-Membered Nitrogen Heterocycles 356
10.5 Concluding Remarks 357
Abbreviations 358
References 358
"11 Mechanistic Aspects of Transition Metal-Catalyzed Direct Arylation
Reactions 363
Paula de Mendoza and Antonio M. Echavarren
11.1 Introduction 363
11.2 Palladium-Catalyzed Intramolecular Direct Arylation 363
11.3 Intermolecular Metal-Catalyzed Direct Arylation of Arenes 372
11.4 Metal-Catalyzed Heteroaryl-Aryl and Heteroaryl-Heteroaryl
Bond Formation 374
11.5 Direct Arylation via Metallacycles 380
11.6 Cross-Dehydrogenative Couplings 388
11.7 Summary 391
Abbreviations 391
References 392
12 Arylation Reactions Involving the Formation of Arynes 401
Yu Chen and Richard C. Larock
12.1 Introduction 401
12.2 Generation of Arynes 402
12.3 Electrophilic Coupling of Arynes 404
12.3.1 Formation of Monosubstituted Arenes by Proton Abstraction 405
12.3.2 Aryne Insertion into a Nucleophilic-Electrophilic a-Bond 410
12.3.3 Three-Component Coupling Reactions via Aryl Carbanion
Trapping by an External Electrophile 417
12.3.4 Miscellaneous 422
12.4 Pericyclic Reactions of Arynes 427
12.4.1 Diels-Alder Reactions 427
12.4.2 [2+2] Cycloadditions 441
12.4.3 [3+2] Cycloadditions 443
12.4.4 Ene Reaction 446
12.4.5 Miscellaneous 447
12.5 Transition Metal-Catalyzed Reactions of Arynes 449
12.5.1 Transition Metal-Catalyzed Cyclizations 449
12.5.1.1 Palladium/Nickel-Catalyzed [2+2+2] Cycloadditions 449
12.5.1.2 Palladium-Catalyzed Cyclization Involving Carbopalladation
of Arynes 457
12.5.1.3 Transition Metal-Catalyzed Carbonylations 461
12.5.1.4 Miscellaneous 462
12.5.2 Transition Metal-Catalyzed Coupling Reactions 462
12.5.2.1 Insertion of Arynes into o-Bonds 462
12.5.2.2 Three-Component Coupling of Arynes Involving
Carbopalladation 465
12.6 Summary 468
Abbreviations 468
References 469
13 Radical-Based Arylation Methods 475
Santiago E. Vaillard, Birte Schulte and Armido Studer
13.1 Introduction 475
13.2 S8N1-Type Radical Arylations 475
13.2.1 Intermolecular SRN1 Reactions 476
13.2.2 Intramolecular SRN1 Reactions 479
13.3 Homolytic Aromatic Substitutions 480
13.3.1 Intramolecular Homolytic Aromatic Substitutions 480
13.3.1.1 Arylations Using Nucleophilic C-Centered Radicals 480
13.3.1.2 Arylations Using Electrophilic C-Centered Radicals 485
13.3.1.3 Radical Aryl Migration Reactions 486
13.3.2 Intermolecular Homolytic Aromatic Substitutions 489
13.3.2.1 Arylation with Nucleophilic C-Centered Radicals 489
13.3.2.2 Arylation with Electrophilic C-Centered Radicals 493
13.3.2.3 Intermolecular ipso-Substitutions 495
13.4 Arylations Using Aryl Radicals 496
13.4.1 Additions onto Olefins: Meerwem Arylation 496
13.4.2 Cyclizations Using Aryl Radicals 498
13.4.3 Phosphonylation of Aryl Radicals 502
13.5 Conclusions 502
Abbreviations 503
References 503
14 Photochemical Arylation Reactions 513
Valentino Dichiarante, Maurizio Fagnoni and Angelo Albini
14.1 Introduction 513
14.2 Photochemical Formation of Aryl-C Bonds 517
14.2.1 Intermolecular Formation of Aryl-Alkyl Bonds 517
14.2.2 Cyanations 525
14.2.3 Intramolecular Formation of Aryl-Alkyl Bonds 526
14.2.4 Intermolecular Formation of Aryl-Aryl Bonds 527
14.2.5 Intramolecular Formation of Aryl-Aryl Bonds 529
14.3 Photochemical Formation of Aryl-N Bonds 530
14.4 Conclusions 532
Abbreviations 532
References 532
Index 537 |
| any_adam_object | 1 |
| author_GND | (DE-588)123337976 |
| building | Verbundindex |
| bvnumber | BV035463961 |
| callnumber-first | Q - Science |
| callnumber-label | QD262 |
| callnumber-raw | QD262 |
| callnumber-search | QD262 |
| callnumber-sort | QD 3262 |
| callnumber-subject | QD - Chemistry |
| classification_rvk | VK 5500 VK 6000 |
| ctrlnum | (OCoLC)276227006 (DE-599)DNB988812053 |
| dewey-full | 541/.39 547.2 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 541 - Physical chemistry 547 - Organic chemistry |
| dewey-raw | 541/.39 547.2 |
| dewey-search | 541/.39 547.2 |
| dewey-sort | 3541 239 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie |
| format | Book |
| fullrecord | <?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>00000nam a2200000 c 4500</leader><controlfield tag="001">BV035463961</controlfield><controlfield tag="003">DE-604</controlfield><controlfield tag="005">20090514</controlfield><controlfield tag="007">t</controlfield><controlfield tag="008">090502s2009 gw ad|| |||| 00||| eng d</controlfield><datafield tag="015" ind1=" " ind2=" "><subfield code="a">08,N24,1042</subfield><subfield code="2">dnb</subfield></datafield><datafield tag="015" ind1=" " ind2=" "><subfield code="a">09,A13,0926</subfield><subfield code="2">dnb</subfield></datafield><datafield tag="016" ind1="7" ind2=" "><subfield code="a">988812053</subfield><subfield code="2">DE-101</subfield></datafield><datafield tag="020" ind1=" " ind2=" "><subfield code="a">9783527319374</subfield><subfield code="c">Pp. : EUR 149.00 (freier Pr.), ca. sfr 235.00 (freier Pr.)</subfield><subfield code="9">978-3-527-31937-4</subfield></datafield><datafield tag="024" ind1="3" ind2=" "><subfield code="a">9783527319374</subfield></datafield><datafield tag="028" ind1="5" ind2="2"><subfield code="a">1131937 000</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(OCoLC)276227006</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-599)DNB988812053</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-604</subfield><subfield code="b">ger</subfield><subfield code="e">rakddb</subfield></datafield><datafield tag="041" ind1="0" ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="044" ind1=" " ind2=" "><subfield code="a">gw</subfield><subfield code="c">XA-DE-BW</subfield></datafield><datafield tag="049" ind1=" " ind2=" "><subfield code="a">DE-29T</subfield><subfield code="a">DE-92</subfield><subfield code="a">DE-11</subfield></datafield><datafield tag="050" ind1=" " ind2="0"><subfield code="a">QD262</subfield></datafield><datafield tag="082" ind1="0" ind2=" "><subfield code="a">541/.39</subfield><subfield code="2">22</subfield></datafield><datafield tag="082" ind1="0" ind2=" "><subfield code="a">547.2</subfield><subfield code="2">22/ger</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">VK 5500</subfield><subfield code="0">(DE-625)147401:253</subfield><subfield code="2">rvk</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">VK 6000</subfield><subfield code="0">(DE-625)147413:253</subfield><subfield code="2">rvk</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">540</subfield><subfield code="2">sdnb</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Modern arylation methods</subfield><subfield code="c">ed. by Lutz Ackermann</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="a">Weinheim</subfield><subfield code="b">Wiley-VCH-Verl.</subfield><subfield code="c">2009</subfield></datafield><datafield tag="300" ind1=" " ind2=" "><subfield code="a">XVII, 543 S.</subfield><subfield code="b">Ill., graph. Darst.</subfield><subfield code="c">25 cm</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="b">n</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="b">nc</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="500" ind1=" " ind2=" "><subfield code="a">Literaturangaben</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Arylation</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Organic compounds</subfield><subfield code="x">Synthesis</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Arylierung</subfield><subfield code="0">(DE-588)4387576-2</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="655" ind1=" " ind2="7"><subfield code="0">(DE-588)4143413-4</subfield><subfield code="a">Aufsatzsammlung</subfield><subfield code="2">gnd-content</subfield></datafield><datafield tag="689" ind1="0" ind2="0"><subfield code="a">Arylierung</subfield><subfield code="0">(DE-588)4387576-2</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2=" "><subfield code="5">DE-604</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Ackermann, Lutz</subfield><subfield code="d">1972-</subfield><subfield code="e">Sonstige</subfield><subfield code="0">(DE-588)123337976</subfield><subfield code="4">oth</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="q">text/html</subfield><subfield code="u">http://deposit.dnb.de/cgi-bin/dokserv?id=3112935&prov=M&dok_var=1&dok_ext=htm</subfield><subfield code="3">Inhaltstext</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="m">HBZ Datenaustausch</subfield><subfield code="q">application/pdf</subfield><subfield code="u">http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017383748&sequence=000004&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA</subfield><subfield code="3">Inhaltsverzeichnis</subfield></datafield><datafield tag="943" ind1="1" ind2=" "><subfield code="a">oai:aleph.bib-bvb.de:BVB01-017383748</subfield></datafield></record></collection> |
| genre | (DE-588)4143413-4 Aufsatzsammlung gnd-content |
| genre_facet | Aufsatzsammlung |
| id | DE-604.BV035463961 |
| illustrated | Illustrated |
| indexdate | 2024-07-20T10:08:57Z |
| institution | BVB |
| isbn | 9783527319374 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-017383748 |
| oclc_num | 276227006 |
| open_access_boolean | |
| owner | DE-29T DE-92 DE-11 |
| owner_facet | DE-29T DE-92 DE-11 |
| physical | XVII, 543 S. Ill., graph. Darst. 25 cm |
| publishDate | 2009 |
| publishDateSearch | 2009 |
| publishDateSort | 2009 |
| publisher | Wiley-VCH-Verl. |
| record_format | marc |
| spelling | Modern arylation methods ed. by Lutz Ackermann Weinheim Wiley-VCH-Verl. 2009 XVII, 543 S. Ill., graph. Darst. 25 cm txt rdacontent n rdamedia nc rdacarrier Literaturangaben Arylation Organic compounds Synthesis Arylierung (DE-588)4387576-2 gnd rswk-swf (DE-588)4143413-4 Aufsatzsammlung gnd-content Arylierung (DE-588)4387576-2 s DE-604 Ackermann, Lutz 1972- Sonstige (DE-588)123337976 oth text/html http://deposit.dnb.de/cgi-bin/dokserv?id=3112935&prov=M&dok_var=1&dok_ext=htm Inhaltstext HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017383748&sequence=000004&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Modern arylation methods Arylation Organic compounds Synthesis Arylierung (DE-588)4387576-2 gnd |
| subject_GND | (DE-588)4387576-2 (DE-588)4143413-4 |
| title | Modern arylation methods |
| title_auth | Modern arylation methods |
| title_exact_search | Modern arylation methods |
| title_full | Modern arylation methods ed. by Lutz Ackermann |
| title_fullStr | Modern arylation methods ed. by Lutz Ackermann |
| title_full_unstemmed | Modern arylation methods ed. by Lutz Ackermann |
| title_short | Modern arylation methods |
| title_sort | modern arylation methods |
| topic | Arylation Organic compounds Synthesis Arylierung (DE-588)4387576-2 gnd |
| topic_facet | Arylation Organic compounds Synthesis Arylierung Aufsatzsammlung |
| url | http://deposit.dnb.de/cgi-bin/dokserv?id=3112935&prov=M&dok_var=1&dok_ext=htm http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017383748&sequence=000004&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT ackermannlutz modernarylationmethods |