Macrocyclic transition metal complexes: stable catalysts and pre-catalysts for reactions under demanding conditions
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Abschlussarbeit Buch |
| Sprache: | English |
| Veröffentlicht: |
München
Verl. Dr. Hut
2010
|
| Ausgabe: | 1. Aufl. |
| Schriftenreihe: | Anorganische Chemie
|
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | 148 S. Ill., graph. Darst. 210 mm x 148 mm, 234 g |
| ISBN: | 9783868536393 |
Internformat
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| 245 | 1 | 0 | |a Macrocyclic transition metal complexes |b stable catalysts and pre-catalysts for reactions under demanding conditions |c Christoph Röhlich |
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Datensatz im Suchindex
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| adam_text | IMAGE 1
TABLE OF CONTENTS
A. INTRODUCTION AND OBJECTIVES 11
A.1 THE POTENTIAL OF MACROCYCLIC COMPLEXES AS ROBUST REDOX CATALYSTS 13
A.1.1 MACROCYCLIC COMPLEXES: STABLE MOLECULAR CATALYSTS 13
A.1.2 ROBSON TYPE COMPLEXES 15
A.1.3 IMMOBILIZATION OF PREBUILT MOLECULAR CATALYTIC SYSTEMS 18
A.2 PD-CATALYZED C-C COUPLING REACTIONS 20
A.2.1 AN OVERVIEW OF C-C COUPLING REACTIONS 20
A.2.2 CATALYTIC PATHWAY AND PROCESSES OUTSIDE THE MAIN CATALYTIC CYCLE
21
A.2.2.1 SUZUKI COUPLING 21
A.2.2.2 HECK COUPLING 23
A.2.2.3 PROCESSES CONCERNING THE PD SPECIES 24
A.2.2.4 CONCEPT OF APPLICATION OF MACROCYCLIC PD COMPLEXES IN C-C
COUPLING REACTIONS 25
A.3 SCOPE OF THE PRESENT WORK 27
A.4 REFERENCES 29
B. C-C COUPLING CATALYSIS WITH MACROCYCLIC PD COMPLEXES AS RESERVOIRS
FOR
THE ACTIVE SPECIES 33
B.1 MACROCYCLIC PD COMPLEXES IN C-C COUPLING REACTIONS: EFFICIENT
CATALYSIS BY
CONTROLLED TEMPORARY RELEASE OF ACTIVE SPECIES 35
B.1.1 SYNTHESIS AND STABILITY OF BIMETALLIC ROBSON COMPLEX 1 35
B.1.2 HECK COUPLING 36
B.1.2.1 REACTIONS USING BIMETALLIC COMPLEX I 36
B.1.2.2 OPTIMIZATION STUDY FOR HECK COUPLING OF 4-CHLOROANISOL WITH
STYRENE 38
B.1.2.3 COUPLING OF OTHER CHLOROARENES UNDER OPTIMIZED CONDITIONS 44
B.1.2.4 HECK COUPLING USING PDPC OR PDTPP 45
B.1.3 SUZUKI COUPLING USING PDPC OR COMPLEX 1 46
B.1.3.1 SUZUKI COUPLING OF ARYL BROMIDES 46
B.1.3.2 SUZUKI COUPLING OF ARYL CHLORIDES 48
B.1.4 MECHANISTIC INVESTIGATIONS 50
B.1.4.1 LIGAND ADDITION EXPERIMENTS 50
B.1.4.2 SPECTROSCOPIC ANALYSIS OF REACTION MIXTURES 54
B.1.5 RECYCLING STUDIES WITH IMMOBILIZED PDPC AND COMPLEX 1 55
B.1.5.1 RECYCLING IN NMP/WATER 56
B.1.5.2 RECYCLING IN WATER 57
B. 1.5.3 DISCUSSION OF PROCESSES DURING RECYCLING 58
BIBLIOGRAFISCHE INFORMATIONEN HTTP://D-NB.INFO/1008205389
DIGITALISIERT DURCH
IMAGE 2
TABLE OF CONTENTS
B.2 C-C COUPLING IN AQUEOUS/BIPHASIC MEDIUM 61
B.2.1 GENERAL ASPECTS 61
B.2.2 SUZUKI COUPLING WITH WATER AS SOLVENT 63
B.2.2.1 SUZUKI COUPLING OF ARYL BROMIDES USING PDPC AND PDTPP 63
B.2.2.2 SUZUKI COUPLING OF ARYL CHLORIDES USING PDPC IN WATER 65
B.2.2.3 INFLUENCE OF REACTION PARAMETERS ON THE SUZUKI COUPLING OF ARYL
CHLORIDES IN WATER67
B.2.2.4 MECHANISTIC PROPOSAL FOR THE SUZUKI COUPLING IN BIPHASIC
REACTION MIXTURES 71
B.2.3 HECK COUPLING WITH PDPC AND PDTPP IN ETHYLENEGLYCOL 74
B.3 OTHER COUPLING REACTIONS 76
B.3.1 OXIDATIVE HECK COUPLING 76
B.3.2 REDUCTIVE HOMOCOUPLING (ULLMANN COUPLING) 77
B.4 CONCLUDING REMARKS 79
B.5 EXPERIMENTAL SECTION 80
GENERAL REMARKS 80
GAS CHROMATOGRAPHY 80
CATALYST PREPARATION 81
IMMOBILIZATION PROCEDURES 81
GENERAL PROCEDURES FOR CATALYTIC TESTS 82
B.6 REFERENCES 85
C. SYNTHESIS, CHARACTERIZATION AND IMMOBILIZATION OF BIMETALLIC ROBSON
TYPE COMPLEXES 87
C.1 COMPLEX SHORT-NOMENCLATURE 88
C.2 AIM AND STRATEGY 89
C.3 SYNTHESIS AND CHARACTERIZATION 91
C.3.1 MONOMETALLIC COMPLEXES 91
C.3.1.1 PHM 91
C.3.1.2 PRM 92
C.3.2 BIMETALLIC OPEN COMPLEXES 95
C.3.2.1 PRCUMCH 95
C.3.2.2 PRNIMCI 2 96
C.3.3 BIMETALLIC CLOSED COMPLEXES 98
C.3.3.1 PRCUMPHCI 2 AND PRNIMPHCI2 98
C.3.3.2 PRH 2H2PR(AO4)2 AND PRH2 100
C.3.3.3 PRPD PD PR(CIO T)2 (COMPLEX I) 102
C.3.3.4 STABILITY AND TRANSFORMATIONS OF PRPD PD PR(CIO4) 2 103
IMAGE 3
TABLE OF CONTENTS
C.4 IMMOBILIZATION OF ROBSON COMPLEXES 106
C.4.1 GENERAL ASPECTS 106
C.4.2 IMMOBILIZATION BY ADSORPTION 107
C.4.2.1 IMPREGNATION 107
C.4.2.2 EQUILIBRIUM ADSORPTION AND ION EXCHANGE 109
C.4.3 IMMOBILIZATION BY ANCHORING 110
C.4.3.1 AMINOFUNCTIONALIZATION OF METAL OXIDE SUPPORTS 111
C.4.3.2 ANCHORING OF ROBSON COMPLEXES 113
C.4.3.3 COMPARATIVE EXPERIMENTS ON THE ANCHORING MODUS: PTCD CD {TESP)
2C 2 117
C.5 CONCLUDING REMARKS 119
C.6 EXPERIMENTAL SECTION 121
GENERAL REMARKS 121
SPECTROSCOPY AND ANALYSIS 121
PREPARATION OF 2,6-DIFORMYL-4-METHYLPHENOL (DFMP) 122
SYNTHESIS OF PACU 123
SYNTHESIS OF PRN? 123
SYNTHESIS OF PRV V(O) 124
SYNTHESIS OF PRMM CI 2 124
SYNTHESIS OF PRMM PHCI 2 125
SYNTHESIS OF PRCU CRF (TESP) 2CI2: 126
SYNTHESIS OF PRH 2H2PR(CIO )2X0.8ETOHX0.2H20 126
SYNTHESIS OF PRH 2 127
SYNTHESIS OF PRPD PD PR(CIO 4)2 127
IMMOBILIZATION PROCEDURES 128
IMPREGNATION 128
EQUILIBRIUM ADSORPTION AND ION EXCHANGE 128
PREPARATION OF AMINOFUNCTIONALIZED METAL OXIDE SUPPORTS 128
ACIDIMETRIE DETERMINATION OF AMINO GROUPS ON THE SUPPORT 129
ANCHORING OF BIMETALLIC COMPLEXES ON AMINOFUNCTIONALIZED SUPPORTS 129
C.7 REFERENCES 130
D. SUMMARY 133
E. ZUSAMMENFASSUNG 139
F.APPENDIX 145
LIST OF ABBREVIATIONS 146
CONFERENCE CONTRIBUTIONS 147
|
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| author | Röhlich, Christoph |
| author_GND | (DE-588)142864323 |
| author_facet | Röhlich, Christoph |
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| author_sort | Röhlich, Christoph |
| author_variant | c r cr |
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| bvnumber | BV036786510 |
| classification_tum | CHE 330d CHE 315d CHE 660d |
| ctrlnum | (OCoLC)705991283 (DE-599)DNB1008205389 |
| discipline | Chemie / Pharmazie Chemie |
| edition | 1. Aufl. |
| format | Thesis Book |
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| isbn | 9783868536393 |
| language | English |
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| physical | 148 S. Ill., graph. Darst. 210 mm x 148 mm, 234 g |
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| series2 | Anorganische Chemie |
| spelling | Röhlich, Christoph Verfasser (DE-588)142864323 aut Macrocyclic transition metal complexes stable catalysts and pre-catalysts for reactions under demanding conditions Christoph Röhlich 1. Aufl. München Verl. Dr. Hut 2010 148 S. Ill., graph. Darst. 210 mm x 148 mm, 234 g txt rdacontent n rdamedia nc rdacarrier Anorganische Chemie Zugl.: München, Techn. Univ., Diss., 2010 Übergangsmetall (DE-588)4078494-0 gnd rswk-swf Cyclische Verbindungen (DE-588)4140612-6 gnd rswk-swf Koordinationslehre (DE-588)4133952-6 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Koordinationslehre (DE-588)4133952-6 s Übergangsmetall (DE-588)4078494-0 s Cyclische Verbindungen (DE-588)4140612-6 s DE-604 DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=020703007&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Röhlich, Christoph Macrocyclic transition metal complexes stable catalysts and pre-catalysts for reactions under demanding conditions Übergangsmetall (DE-588)4078494-0 gnd Cyclische Verbindungen (DE-588)4140612-6 gnd Koordinationslehre (DE-588)4133952-6 gnd |
| subject_GND | (DE-588)4078494-0 (DE-588)4140612-6 (DE-588)4133952-6 (DE-588)4113937-9 |
| title | Macrocyclic transition metal complexes stable catalysts and pre-catalysts for reactions under demanding conditions |
| title_auth | Macrocyclic transition metal complexes stable catalysts and pre-catalysts for reactions under demanding conditions |
| title_exact_search | Macrocyclic transition metal complexes stable catalysts and pre-catalysts for reactions under demanding conditions |
| title_full | Macrocyclic transition metal complexes stable catalysts and pre-catalysts for reactions under demanding conditions Christoph Röhlich |
| title_fullStr | Macrocyclic transition metal complexes stable catalysts and pre-catalysts for reactions under demanding conditions Christoph Röhlich |
| title_full_unstemmed | Macrocyclic transition metal complexes stable catalysts and pre-catalysts for reactions under demanding conditions Christoph Röhlich |
| title_short | Macrocyclic transition metal complexes |
| title_sort | macrocyclic transition metal complexes stable catalysts and pre catalysts for reactions under demanding conditions |
| title_sub | stable catalysts and pre-catalysts for reactions under demanding conditions |
| topic | Übergangsmetall (DE-588)4078494-0 gnd Cyclische Verbindungen (DE-588)4140612-6 gnd Koordinationslehre (DE-588)4133952-6 gnd |
| topic_facet | Übergangsmetall Cyclische Verbindungen Koordinationslehre Hochschulschrift |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=020703007&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT rohlichchristoph macrocyclictransitionmetalcomplexesstablecatalystsandprecatalystsforreactionsunderdemandingconditions |