Fundamentals of organometallic catalysis:
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
Weinheim
Wiley-VCH
2012
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| Schriftenreihe: | Master
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| Schlagworte: | |
| Online-Zugang: | Inhaltstext Inhaltsverzeichnis |
| Beschreibung: | XVII, 456 S. Ill., graph. Darst. |
| ISBN: | 9783527327164 9783527327171 |
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Datensatz im Suchindex
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IMAGE 1
CONTENTS
PREFACE XIII INDEX OF FREQUENTLY USED ABBREVIATIONS XV
1 INTRODUCTION 1
1.1 THE BEGINNINGS OF CATALYTIC RESEARCH 1 1.1.1 HOMOGENEOUSLY CATALYZED
REACTIONS 1 1.1.2 HETEROGENEOUSLY CATALYZED REACTIONS 3 1.2 THE
CATALYSIS DEFINITIONS OF BERZELIUS AND OSTWALD 1.2.1 BERZELIUS'
CATALYSIS CONCEPT S 1.2.2 OSTWALD'S DEFINITION OF CATALYSIS 6
2 PRINCIPLES OF ORGANOMETALLIC CATALYSIS 9 2.1 HOMOGENEOUS VERSUS
HETEROGENEOUS CATALYSIS 9 2.2 CATALYTIC CYCLES 11
2.3 ACTIVITY AND PRODUCTIVITY OF CATALYSTS 12 2.3.1 CATALYTIC ACTIVITY
12 2.3.2 CATALYTIC PRODUCTIVITY 12 2.3.3 CONVERSION-TIME PLOTS 13 2.4
SELECTIVITY AND SPECIFICITY OF CATALYSTS 14 2.5 DETERMINATION OF
CATALYTIC MECHANISMS 15 2.5.1 EXPERIMENTAL STUDIES 16 2.5.2 THEORETICAL
STUDIES 17 2.6 GLOSSARY FOR CATALYSIS 18
2.7 THE DEVELOPMENT OF ORGANOMETALLIC CATALYSIS 21
3 ELEMENTARY STEPS IN ORGANOMETALLIC CATALYSIS 27 3.1 CLEAVAGE AND
COORDINATION OF IIGANDS 27 3.2 OXIDATIVE ADDITION AND REDUCTIVE
ELIMINATION 30 3.3 OXIDATIVE COUPLING AND REDUCTIVE CLEAVAGE 35 3.4
OLEFIN INSERTION AND SS-HYDROGEN ELIMINATION 37
BIBLIOGRAFISCHE INFORMATIONEN HTTP://D-NB.INFO/100615017X
DIGITALISIERT DURCH
IMAGE 2
CONTENTS
3.5 A-HYDROGEN ELIMINATION AND CARBENE INSERTION REACTIONS 40
3.6 ADDITION OF NUCLEOPHILES AND HETEROLYTIC FRAGMENTATION 42 3.7
INSERTION AND EXTRUSION OF CO 45
3.8 ONE-ELECTRON REDUCTION AND OXIDATION 46
4 HYDROGENATION OF OLEFINS 49
4.1 INTRODUCTION 49
4.2 THE WILKINSON CATALYST 50
4.2.1 PRINCIPLES 50
4.2.2 MECHANISM OF OLEFIN HYDROGENATION 51 4.3 ENANTIOSELECTIVE
HYDROGENATION 54 4.3.1 PRINCIPLES 54
4.3.2 APPLICATIONS AND EXAMPLES 58 4.3.2.1 APPLICATIONS FOR ASYMMETRIC
HYDROGENATION 58 4.3.2.2 COMBINATORIAL CATALYSIS 59 4.3.2.3 NONLINEAR
EFFECTS 61
4.3.3 KINETKALLY CONTROLLED ENANTIOSELECTIVITY - A CLOSER LOOK 63 4.4
DIHYDROGEN COMPLEXES AND H 2 ACTIVATION 68 4.4.1 DIHYDROGEN COMPLEXES 68
4A.I ACTIVATION OF DIHYDROGEN 71
4.5 TRANSFER HYDROGENATION 73
5 HYDROFORMYLATION OF OLEFINS AND FISCHER-TROPSCH SYNTHESIS 77 5.1
COBALT CATALYSTS 77
5.2 PHOSPHANE-MODIFIED RHODIUM CATALYSTS 80 5.3 ENANTIOSELECTIVE
HYDROFORMYLATION 84 5.4 SIGNIFICANCE OF HYDROFORMYLATION AND OUTLOOK 88
5.4.1 DIPHOSPHITES AS LIGANDS 89
5.4.2 BIPHASIC CATALYSIS 91 5.4.3 SYNTHESIS OF VITAMIN A 93 5.4.4 CARBON
DIOXIDE AS ALTERNATIVE TO CO 93 5.4.5 COMBINATORIAL AND SUPRAMOLECULAR
CATALYSIS 94 5.5 THE FISCHER-TROPSCH SYNTHESIS 95 5.5.1 MECHANISM 97
6 CARBONYLATION OF METHANOL AND WATER-GAS SHIFT REACTION 101 6.1
PRINCIPLES 101
6.2 THE MONSANTO PROCESS 103
6.3 SYNTHESIS OF ACETIC ANHYDRIDE 106 6.4 THE CARIVA PROCESS 108
6.5 WATER-GAS SHIFT REACTION AND CARBON MONOXIDE DEHYDROGENASES 112
6.5.1 WATER-GAS SHIFT REACTION 112 6.5.2 CARBON MONOXIDE DEHYDROGENASES
114
IMAGE 3
CONTENTS
7 METATHESIS 117
7.1 METATHESIS OF OLEFINS 117
7.1.1 INTRODUCTION 117
7.1.2 MECHANISM 118
7.1.3 CATALYSTS 119
7.1.4 MECHANISM - A CLOSER LOOK 123 7.1.5 METATHESIS OF CYCLOALKENES 125
7.1.6 METATHESIS OF ACYCLIC DIENES 128 7.1.7 ENANTIOSELECTIVE METATHESIS
130 7.2 METATHESIS OF ALKYNES 131
7.3 ENYNE METATHESIS 133
7.4 O-BOND METATHESIS 135
7.5 METATHESIS OF ALKANES 137
7.5.1 PRINCIPLES 137
7.5.2 MECHANISM 138
7.5.3 ALKANE METATHESIS VIA TANDEM REACTIONS 141
8 OLIGOMERIZATION OF OLEFINS 145 8.1 ZIEGLER GROWTH REACTION 145
8.2 NICKEL EFFECT AND NICKEL-CATALYZED DIMERIZATION OF ETHENE 147 8.3
TRIMERIZATION OF ETHENE 152
8.4 SHELL HIGHER OLEFIN AND A-SABLIN PROCESSES 156 8.4.1 THE SHELL
HIGHER OLEFIN PROCESS (SHOP) 156 8.4.2 A-SABLIN PROCESS 158
8.4.3 USE OF LINEAR A-OLEFINS 159
9 POLYMERIZATION OF OLEFINS 161 9.1 INTRODUCTION 161
9.2 ETHENE POLYMERIZATION 162
9.2.1 ZIEGLER CATALYSTS 162 9.2.2 MECHANISM - A CLOSER LOOK 165 9.2.3
PHILLIPS CATALYSTS 167 9.2.4 POLYMER TYPES AND PROCESS SPECIFICATIONS
169 9.3 PROPENE POLYMERIZATION 171
9.3.1 REGIOSELECTIVITY AND STEREOSELECTIVITY 171 9.3.2 ZIEGLER-NATTA
CATALYSTS 175 9.3.3 POLYMER TYPES AND PROCESS SPECIFICATIONS 178 9.4
METALLOCENE CATALYSTS 179
9.4.1 COCATALYSTS AND ANION INFLUENCE 179 9.4.2 C 2 - AND C S -SYMMETRIC
METALLOCENE CATALYSTS 182 9.4.2.1 PRINCIPLES 182 9.4.2.2 MECHANISM 184
9.4.3 METALLOCENE CATALYSTS WITH DIASTEREOTOPIC COORDINATION POCKETS 187
IMAGE 4
CONTENTS
9.4.3.1 PRINCIPLES 187
9.4.3.2 HEMITACTIC POLYMERS 190 9.4.3.3 STEREOBLOCK POLYMERS 191 9.4.4
ON THE SIGNIFICANCE OF METALLOCENE CATALYSTS 191 9.5 NONMETALLOCENE
CATALYSTS 193 9.5.1 CATALYST SYSTEMS OF EARLY TRANSITION METALS 194
9.5.2 CATALYST SYSTEMS OF LATE TRANSITION METALS 194 9.5.3 LIVING
POLYMERIZATION OF OLEFINS AND BLOCK COPOLYMERS 198 9.6 COPOLYMERIZATION
OF OLEFINS AND CO 200 9.6.1 PERFECTLY ALTERNATING COPOLYMERIZATION 200
9.6.2 IMPERFECTLY ALTERNATING COPOLYMERIZATION 204
10 C-C LINKAGE OF DIENES 207 10.1 INTRODUCTION 207
10.2 ALLYL AND BUTADIENE COMPLEXES 208 10.2.1 ALLYL COMPLEXES 208 10.2.2
BUTADIENE COMPLEXES 211 10.2.3 RE/SI AND SUPINE/PRONE COORDINATION OF
ALLYL AND BUTADIENE
IIGANDS 213
10.3 ORGANOMETALLIC ELEMENTARY STEPS OF ALLYL LIGANDS 214 10.3.1
OXIDATIVE COUPLING AND REDUCTIVE CLEAVAGE 214 10.3.2 BUTADIENE INSERTION
AND SS-HYDROGEN ELIMINATION 215 10.3.3 ALLYL INSERTION 215 10.3.4
OXIDATIVE ADDITION AND REDUCTIVE ELIMINATION 216 10.3.5 ANTI/CIS AND
SYN/TRANS CORRELATIONS 218 10.4 OLIGOMERIZATION AND TELOMERIZARION OF
BUTADIENE 218 10.4.1 CYDOTRIMERIZATION OF BUTADIENE 218 10.4.1.1
MECHANISM 218
10.4.1.2 CIS/TRANS SELECTIVITY - A CLOSER LOOK 221 10.4.1.3 INDUSTRIAL
SYNTHESIS OF CDT 224 10.4.2 CYDODIMERIZATION OF BUTADIENE 224
10.4.2.1 MECHANISM 224 10.4.2.2 SELECTIVITY CONTROL 226 10.4.3 LINEAR
OLIGOMERIZATION AND TELOMERIZATION OF BUTADIENE 230 10.5 POLYMERIZATION
OF BUTADIENE 234 10.5.1 MECHANISM 234 10.5.2 BUTADIENE POLYMERIZATION
CATALYZED BY ALLYLNICKEL(II)
COMPLEXES 237
10.5.3 SYNTHESIS AND PROPERTIES OF POLYBUTADIENES AND POLYISOPRENES 241
11 C-C COUPLING REACTIONS 245 11.1 PALLADIUM-CATALYZED CROSS-COUPLING
REACTIONS 245 11.1.1 INTRODUCTION 245 11.1.2 MECHANISM OF CROSS-COUPLING
REACTIONS 246
IMAGE 5
CONTENTS
11.1.3 SELECTED TYPES OF CROSS-COUPLING 249 11.1.3.1 CROSS-COUPLING WITH
ORGANOLITHIUM, ORGANOMAGNESIUM, AND ORGANOZINC REAGENTS 249 11.1.3.2
SUZUKI COUPLING 250 11.1.3.3 HIYAMA COUPLING 251
11.1.3.4 STILLE COUPLING 252 11.1.3.5 SONOGASHIRA COUPLING 253 11.1.3.6
IIGAND EFFECTS 254 11.1.3.7 ALKYL-ALKYL COUPLING 255 11.1.3.8
ENANTIOSELECTIVE CROSS-COUPLING 256 11.1.3.9 CARBONYLATIVE
CROSS-COUPLING 258
11.2 THE HECK REACTION 258
11.2.1 MECHANISM OF HECK REACTIONS 259 11.2.2 MECHANISM - A CLOSER LOOK
260 11.2.3 IIGAND EFFECTS 261 11.2.4 ENANTIOSELECTIVE HECK REACTIONS 263
11.3 PALLADIUM-CATALYZED ALLYLIC ALKYLATION 264 11.3.1 PRINDPLES AND
MECHANISM 264 11.3.2 CHIRALITY TRANSFER IN ASYMMETRIC ALLYLATION 267
12 HYDROCYANATION, HYDROSILYLATION, AND HYDROAMINATION OF OLEFINS 271
12.1 INTRODUCTION 271
12.2 HYDROCYANATION 272
12.2.1 PRINCIPLES AND MECHANISM 272 12.2.1.1 MECHANISM - A CLOSER LOOK
273 12.2.2 THE DUPONT ADIPONITRILE PROCESS 274 12.2.3 OUTLOOK 276
12.2.3.1 ENANTIOSELECTIVE HYDROCYANATION 276 12.2.3.2 HYDROCYANATION OF
ALKYNES 277 12.2.3.3 HYDROCYANATION OF POLAR C=X BONDS 278 12.3
HYDROSILYLATION 279
12.3.1 PRINCIPLES AND MECHANISM 279 12.3.2 SIGNIFICANCE OF
HYDROSILYLATION AND OUTLOOK 283 12.3.2.1 APPLICATIONS 283 12.3.2.2
ENANTIOSELECTIVE HYDROSILYLATION 284 12.3.2.3 HYDROSILYLATION OF ALKYNES
285 12.3.2.4 O COMPLEXES OF SILANES 286
12.4 HYDROAMINATION 287
12.4.1 PRINDPLES 287
12.4.2 CATALYST TYPES 289 12.4.2.1 ALKALI METAL AMIDES AS CATALYSTS 289
12.4.2.2 PLATINUM GROUP METALS AS CATALYSTS 289 12.4.2.3 GOLD COMPLEXES
AS CATALYSTS 291 12.4.2.4 LANTHANOID COMPLEXES AS CATALYSTS 292
IMAGE 6
CONTENTS
13 OXIDATION OF OLEFINS AND ALKANES 295 13.1 THE WACKER PROCESS 295
13.1.1 INTRODUCTION 295 13.1.2 MECHANISM OF ETHENE OXIDATION 297 13.1.3
OXYPALLADATION OF OLEFINS 303 13.1.3.1 TYPES OF OXYPALLADATION 303
13.1.3.2 ENANTIOSELECTIVE OXYPALLADATION 305 13.1.3.3 PALLADIUM OXIDASE
CATALYSIS 305 13.2 EPOXIDATION OF OLEFINS 306 13.2.1 INTRODUCTION 306
13.2.2 EPOXIDATION OF ETHENE AND PROPENE 307
13.2.2.1 O 2 AND ROOH AS OXYGEN TRANSFER AGENTS 307 13.2.2.2 MECHANISM
309 13.2.2.3 H/) 2 AS OXYGEN TRANSFER AGENT 311 13.2.3 ENANTIOSELECTIVE
OXIDATION OF OLEFINS 313 13.2.3.1 EPOXIDATION OF ALLYL ALCOHOLS 313
13.2.3.2 EPOXIDATION OF NONACTIVATED OLEFINS 314 13.2.4 MONOOXYGENASES
315 13.3 C-H FUNCTIONALIZATION OF ALKANES 319 13.3.1 INTRODUCTION 319
13.3.2 C-H ACTIVATION OF ALKANES 319 13.3.2.1 CYDOMETALLATION AND
ORTHOMETALLATION 319 13.3.2.2 INTERMOLECULAR C-H ACTIVATION OF ALKANES
321 13.3.3 C-H FUNCTIONALIZATION 323 13.3.3.1 THE SHILOV CATALYST SYSTEM
324 13.3.3.2 THE CATALYTICA SYSTEM - HG" AS CATALYST 325
13.3.3.3 THE CATALYTICA SYSTEM - PT" AS CATALYST 326 13.3.3.4 CYTOCHROME
P-450 326
14 NITROGEN FIXATION 329
14.1 FUNDAMENTALS 329
14.2 HETEROGENEOUSLY CATALYZED NITROGEN FIXATION 334 14.2.1 PRINDPLES
334
14.2.2 MECHANISM OF CATALYSIS 335 14.2.3 THE INDUSTRIAL CATALYST 338
14.2.4 RUTHENIUM CATALYSTS 340 14.3 ENZYME-CATALYZED NITROGEN FIXATION
342 14.3.1 THE FE PROTEIN CYDE 343 14.3.2 THE MOFE PROTEIN CYCLE 344
14.3.3 A PREBIOTIC NITROGEN-FIXING SYSTEM? 347 14.4 HOMOGENEOUSLY
CATALYZED NITROGEN FIXATION 348 14.4.1 S TOIDIIOMETRIC REDUCTION OF N 2
COMPLEXES 348 14.4.2 CATALYTIC REDUCTION OF DINITROGEN 352 14.4.3
FUNCTIONALIZATION OF DINITROGEN 359
IMAGE 7
CONTENTS
SOLUTIONS TO EXERCISES 363
BIBLIOGRAPHY AND SOURCES 407 REFERENCES 408 FURTHER READING 429 SOURCE
FOR STRUCTURES 436
INDEX 439
INDEX OF BACKGROUNDS 456 |
| any_adam_object | 1 |
| author | Steinborn, Dirk 1946- |
| author_GND | (DE-588)110590775 |
| author_facet | Steinborn, Dirk 1946- |
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| author_sort | Steinborn, Dirk 1946- |
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| building | Verbundindex |
| bvnumber | BV036764194 |
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| ctrlnum | (OCoLC)705941373 (DE-599)DNB100615017X |
| dewey-full | 547.215 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 547 - Organic chemistry |
| dewey-raw | 547.215 |
| dewey-search | 547.215 |
| dewey-sort | 3547.215 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie Physik Chemie |
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| genre | 1\p (DE-588)4123623-3 Lehrbuch gnd-content |
| genre_facet | Lehrbuch |
| id | DE-604.BV036764194 |
| illustrated | Illustrated |
| indexdate | 2024-07-20T10:51:16Z |
| institution | BVB |
| isbn | 9783527327164 9783527327171 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-020681171 |
| oclc_num | 705941373 |
| open_access_boolean | |
| owner | DE-20 DE-11 DE-29T DE-91G DE-BY-TUM DE-703 DE-92 DE-19 DE-BY-UBM DE-355 DE-BY-UBR DE-83 |
| owner_facet | DE-20 DE-11 DE-29T DE-91G DE-BY-TUM DE-703 DE-92 DE-19 DE-BY-UBM DE-355 DE-BY-UBR DE-83 |
| physical | XVII, 456 S. Ill., graph. Darst. |
| publishDate | 2012 |
| publishDateSearch | 2012 |
| publishDateSort | 2012 |
| publisher | Wiley-VCH |
| record_format | marc |
| series2 | Master |
| spelling | Steinborn, Dirk 1946- Verfasser (DE-588)110590775 aut Fundamentals of organometallic catalysis Dirk Steinborn Weinheim Wiley-VCH 2012 XVII, 456 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Master Katalyse (DE-588)4029921-1 gnd rswk-swf Homogene Katalyse (DE-588)4160579-2 gnd rswk-swf Koordinationslehre (DE-588)4133952-6 gnd rswk-swf Komplexe (DE-588)4133953-8 gnd rswk-swf Metallorganische Verbindungen (DE-588)4038906-6 gnd rswk-swf 1\p (DE-588)4123623-3 Lehrbuch gnd-content Katalyse (DE-588)4029921-1 s Metallorganische Verbindungen (DE-588)4038906-6 s DE-604 Koordinationslehre (DE-588)4133952-6 s Homogene Katalyse (DE-588)4160579-2 s Komplexe (DE-588)4133953-8 s 2\p DE-604 X:MVB text/html http://deposit.dnb.de/cgi-bin/dokserv?id=3527481&prov=M&dok_var=1&dok_ext=htm Inhaltstext DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=020681171&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis 1\p cgwrk 20201028 DE-101 https://d-nb.info/provenance/plan#cgwrk 2\p cgwrk 20201028 DE-101 https://d-nb.info/provenance/plan#cgwrk |
| spellingShingle | Steinborn, Dirk 1946- Fundamentals of organometallic catalysis Katalyse (DE-588)4029921-1 gnd Homogene Katalyse (DE-588)4160579-2 gnd Koordinationslehre (DE-588)4133952-6 gnd Komplexe (DE-588)4133953-8 gnd Metallorganische Verbindungen (DE-588)4038906-6 gnd |
| subject_GND | (DE-588)4029921-1 (DE-588)4160579-2 (DE-588)4133952-6 (DE-588)4133953-8 (DE-588)4038906-6 (DE-588)4123623-3 |
| title | Fundamentals of organometallic catalysis |
| title_auth | Fundamentals of organometallic catalysis |
| title_exact_search | Fundamentals of organometallic catalysis |
| title_full | Fundamentals of organometallic catalysis Dirk Steinborn |
| title_fullStr | Fundamentals of organometallic catalysis Dirk Steinborn |
| title_full_unstemmed | Fundamentals of organometallic catalysis Dirk Steinborn |
| title_short | Fundamentals of organometallic catalysis |
| title_sort | fundamentals of organometallic catalysis |
| topic | Katalyse (DE-588)4029921-1 gnd Homogene Katalyse (DE-588)4160579-2 gnd Koordinationslehre (DE-588)4133952-6 gnd Komplexe (DE-588)4133953-8 gnd Metallorganische Verbindungen (DE-588)4038906-6 gnd |
| topic_facet | Katalyse Homogene Katalyse Koordinationslehre Komplexe Metallorganische Verbindungen Lehrbuch |
| url | http://deposit.dnb.de/cgi-bin/dokserv?id=3527481&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=020681171&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT steinborndirk fundamentalsoforganometalliccatalysis |