Supramolecular catalysis:
Gespeichert in:
| Format: | Buch |
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| Sprache: | English |
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2008
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| Beschreibung: | Literaturangaben |
| Beschreibung: | XV, 303 S. Ill., graph. Darst. 25 cm |
| ISBN: | 9783527321919 |
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| 245 | 1 | 0 | |a Supramolecular catalysis |c ed. by Piet W. N. M. van Leeuwen |
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Datensatz im Suchindex
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Contents
Preface XI
List of Authors XIII
1 Introduction to Supramolecular Catalysis 1
Pablo Ballester and Anton Vidal-Ferran
1.1 Introduction 1
1.2 Design Approaches to Supramolecular Catalysis 3
1.2.1 Molecular Receptors that Place a Binding Site Close
to a Catalytic Center 3
1.2.2 Molecular Receptors that Promote the Reaction of two
Simultaneously Complexed Reactants 7
1.2.3 Preparation of the Catalyst Backbone via Supramolecular
Interactions 16
1.3 Artificial Biomacromolecules for Asymmetric Catalysis 22
1.4 Summary and Outlook 24
References 24
2 Supramolecular Construction of Chelating Bidentate Ligand Libraries
through Hydrogen Bonding: Concept and Applications
in Homogeneous Metal Complex Catalysis 29
Bernhard Breit
2.1 Introduction 29
2.2 Emulation of Chelation through Self-Assembly
of Monodentate Iigands 30
2.3 Tautomeric Self-Complementary Interligand Hydrogen Bonding 33
2.3.1 Hydroformylation 33
2.3.2 Room Temperature/Ambient Pressure Hydroformylation 37
2.3.3 Asymmetric Hydrogénation 37
2.4 A-T Base Pair Analogous Complementary Hydrogen Bonding
for the Construction of Heterodimeric Self-Assembling Iigands 38
Supramolecular Catalysis. Edited by Piet W. N. M. van Leeuwen
Copyright © 2008 WILEY-VCH Verlag GmbH Co. KGaA, Weinheim
ISBN: 978-3-527-32191-9
VI Contents
2.4.1 Aminopyridine/Isoquinolone Platform 38
2.4.1.1 Hydroformylatíon 38
2.4.1.2 Hydration of Alkynes 39
2.4.1.3 Hydration of Nitriles 45
2.4.1.4 Asymmetrie Hydrogénation 46
2.4.2 Platform Variation 49
2.4.2.1 Hydroformylation 49
2.5 Conclusion and Outlook 52
References 52
3 Bis-Azolylazine Derivatives as Supramolecular Synthons for Copper
and Silver [2 x 2] Grids and Coordination Polymers 57
Félix A. Jalón, Bianca R. Manzano, M. Laura Soriano, and Isabel M. Ortiz
3.1 Introduction 57
3.2 "Planar" and "Non-Planar" Azolyl Azines 58
3.2.1 Synthesis 59
3.2.2 Crystallographic Evidence for the Planarity 61
3.3 Preparation of [2 x 2] Grids with Cu(I) or Ag(I) 63
3.3.1 Synthesis 64
3.3.2 X-Ray and other Techniques for Structural Characterization
in the Solid State 65
3.3.3 Structural Characterization in Solution by NMR 69
3.3.4 Anion Exchange in the Solid State 71
3.4 Preparation of Coordination Polymers with 2,3-Pyrazolylquinoxalines
or 2,3-Pyrazolylpyrazines and Cu(I) or Ag(I) 72
3.4.1 Preparation and Characterization of Dinudear Building Blocks and
Coordination Polymers 72
3.4.2 X-Ray and other Techniques for Structural Characterization 74
3.5 Preparation of Supramolecular Structures with 2,4-Diamino-6-
R-l,3,5-triazines and Ag(I) 79
3.5.1 Synthesis 80
3.5.2 X-Ray Structure Determination 80
3.5.3 Structural Characterization in Solution by NMR 84
3.6 Conclusions 85
References 86
4 Chiral Metallocycles for Asymmetric Catalysis 93
Wenbin Lin
4.1 Introduction 93
4.2 Thermodynamically-Controlled Metallocycles 94
4.3 Kinetically-Conrrolled Metallocycles 95
4.4 General Synthetic Strategies for Chiral Metallocycles 96
4.5 Self- and Directed-Assembly of Chiral Pt-Alkynyl
Metallocycles 101
Contents VII
4.6 Chiral Pt-Alkynyl Metallocydes for Asymmetrie Catalysis 107
4.7 Concluding Remarks 109
References 110
5 Catalysis of Acyl Transfer Processes by Crown-Ether Supported
Alkaline-Earth Metal Ions 113
Roberta Cacciapaglia, Stefano Di Stefano, and Luigi Mandolini
5.1 Introduction 113
5.2 Basic Facts and Concepts 113
5.2.1 Reactivity of Alkaline-Earth Metal Alkoxides 114
5.2.2 The Influence of Crown Ethers 115
5.2.3 Preorganized Systems 326
5.2.3.1 Selected Examples 116
5.3 Nudeophilic Catalysts with Transacylase Activity 118
5.3.1 Calixcrowns 119
5.3.1.1 Catalytic Efficiency vs. Ester Reactivity 121
5.3.1.2 Trifunctional Catalysis 123
5.3.1.3 p-tert-Butylcalix[5]arene Derivatives 123
5.3.2 Thiol-Pendant Crown Ethers 124
5.4 Bimetallic Catalysts 128
5.4.1 Azacrown Iigating Units 129
5.4.1.1 Azacrown Decorated Calixarenes 133
5.4.2 Stilbenobis(18-Crown-6) Iigands 133
5.4.3 A Phototunable Dinudear Catalyst 135
5.4.4 Effective Molarity and Catalytic Efficiency 136
5.5 Conduding Remarks 139
References 140
6 Bio-Inspired Supramolecular Catalysis 243
Johannes AAV/. Elemans, JeroenJ.LM. Cornelissen, Martinus C. Fetters,
Alan E. Rowan, and RoelandJ.M. Nolte
6.1 Introduction 143
6.2 Host-Guest Catalysis 144
6.2.1 Rhodium-based Receptors 145
6.2.2 Copper-based Receptors 146
6.2.3 Porphyrin-based Receptors 149
6.3 Cytochrome P450 Mimics 153
6.3.1 Membrane-based Catalysts 153
6.3.2 Single Molecule Studies on Epoxidation Catalysts 155
6.4 Biohybrid Catalytic Systems 157
6.4.1 Bioamphiphiles 157
6.4.2 Single Enzyme Catalysis 159
6.5 Outlook 161
References 162
VIM I Contents
7 Selective Stoichiometric and Catalytic Reactivity in the Confines of
a Chiral Supramolecular Assembly 165
Michael D. Pluth, Robert C. Bergman, and Kenneth N. Raymond
7.1 Introduction 165
7.2 Chemistry of Organometallic Guests 167
7.3 The Assembly as a Catalyst 175
7.3.1 Electrocydic Rearrangements 175
7.3.2 Acid-Catalyzed Reactions 183
7.4 Conclusions and Outlook 191
References 191
8 New Supramolecular Approaches in Transition Metal Catalysis;
Template-Ligand Assisted Catalyst Encapsulation, Self-Assembled
Ligands and Supramolecular Catalyst Immobilization 199
post N.H. Reek
8.1 Introduction 199
8.2 Template-Ligand Assisted Catalyst Encapsulation 200
8.3 Self-Assembled Ligands in Transition Metal Catalysis 210
8.3.1 Template Approach 212
8.3.2 Direct Approach 217
8.4 Supramolecular Anchoring of Catalysts to Support 225
8.5 Conclusion 228
References 229
9 Chirality-Directed Self-Assembly: An Enabling Strategy
for Ligand Scaffold Optimization 235
James M. Takacs, Shin A. Moteki, and D. Sahadeva Ready
9.1 Introduction 235
9.2 The Need for New Catalyst Systems 235
9.3 A Typical Modular Approach to Chiral Bidentate Ligand Design 236
9.4 A Further Rationale for Developing Combinatorial Approaches
to Scaffold Optimization 237
9.5 Approaches to Scaffold Optimization 238
9.6 A Convergent Approach to the Formation of Heterobimetallic
Catalyst Systems 239
9.7 Chirality-Directed Self-Assembly: Selective Formation of Neutral,
Heteroleptic Zinc(n) Complexes 240
9.8 In situ SAL Preparation 244
9.9 Ligand Scaffold Optimization in Palladium-Catalyzed Asymmetric
Allylic Amination 244
9.10 What has been Learned? 246
9.11 Why such Wide Variation in Enantiomeric Excess given the
Relatively Small Changes in Scaffold Structure? 248
9.12 Ligand Scaffold Optimization in Rhodium-Catalyzed
Asymmetric Hydrogénation 248
Contents IX
9.13 Concluding Remarks 250
References 251
10 Supramolecular Catalysis: Refocusing Catalysis 255
Piet W. N. M. Van Leeuwen and Zoraida Freixa
10.1 Introduction: A Brief Personal History 255
10.2 Secondary Phosphines or Phosphites as Supramolecular
Iigands 258
10.3 Host-Guest Catalysis 263
10.4 Ionic Interactions as a Means to Form Heterobidentate
Assembly Iigands 269
10.5 Ditopic Iigands for the Construction of Bidentate
Phosphine Iigands 276
10.6 Conclusions and Outlook 289
References 291
Index 301 |
| adam_txt |
Contents
Preface XI
List of Authors XIII
1 Introduction to Supramolecular Catalysis 1
Pablo Ballester and Anton Vidal-Ferran
1.1 Introduction 1
1.2 Design Approaches to Supramolecular Catalysis 3
1.2.1 Molecular Receptors that Place a Binding Site Close
to a Catalytic Center 3
1.2.2 Molecular Receptors that Promote the Reaction of two
Simultaneously Complexed Reactants 7
1.2.3 Preparation of the Catalyst Backbone via Supramolecular
Interactions 16
1.3 Artificial Biomacromolecules for Asymmetric Catalysis 22
1.4 Summary and Outlook 24
References 24
2 Supramolecular Construction of Chelating Bidentate Ligand Libraries
through Hydrogen Bonding: Concept and Applications
in Homogeneous Metal Complex Catalysis 29
Bernhard Breit
2.1 Introduction 29
2.2 Emulation of Chelation through Self-Assembly
of Monodentate Iigands 30
2.3 Tautomeric Self-Complementary Interligand Hydrogen Bonding 33
2.3.1 Hydroformylation 33
2.3.2 Room Temperature/Ambient Pressure Hydroformylation 37
2.3.3 Asymmetric Hydrogénation 37
2.4 A-T Base Pair Analogous Complementary Hydrogen Bonding
for the Construction of Heterodimeric Self-Assembling Iigands 38
Supramolecular Catalysis. Edited by Piet W. N. M. van Leeuwen
Copyright © 2008 WILEY-VCH Verlag GmbH Co. KGaA, Weinheim
ISBN: 978-3-527-32191-9
VI Contents
2.4.1 Aminopyridine/Isoquinolone Platform 38
2.4.1.1 Hydroformylatíon 38
2.4.1.2 Hydration of Alkynes 39
2.4.1.3 Hydration of Nitriles 45
2.4.1.4 Asymmetrie Hydrogénation 46
2.4.2 Platform Variation 49
2.4.2.1 Hydroformylation 49
2.5 Conclusion and Outlook 52
References 52
3 Bis-Azolylazine Derivatives as Supramolecular Synthons for Copper
and Silver [2 x 2] Grids and Coordination Polymers 57
Félix A. Jalón, Bianca R. Manzano, M. Laura Soriano, and Isabel M. Ortiz
3.1 Introduction 57
3.2 "Planar" and "Non-Planar" Azolyl Azines 58
3.2.1 Synthesis 59
3.2.2 Crystallographic Evidence for the Planarity 61
3.3 Preparation of [2 x 2] Grids with Cu(I) or Ag(I) 63
3.3.1 Synthesis 64
3.3.2 X-Ray and other Techniques for Structural Characterization
in the Solid State 65
3.3.3 Structural Characterization in Solution by NMR 69
3.3.4 Anion Exchange in the Solid State 71
3.4 Preparation of Coordination Polymers with 2,3-Pyrazolylquinoxalines
or 2,3-Pyrazolylpyrazines and Cu(I) or Ag(I) 72
3.4.1 Preparation and Characterization of Dinudear Building Blocks and
Coordination Polymers 72
3.4.2 X-Ray and other Techniques for Structural Characterization 74
3.5 Preparation of Supramolecular Structures with 2,4-Diamino-6-
R-l,3,5-triazines and Ag(I) 79
3.5.1 Synthesis 80
3.5.2 X-Ray Structure Determination 80
3.5.3 Structural Characterization in Solution by NMR 84
3.6 Conclusions 85
References 86
4 Chiral Metallocycles for Asymmetric Catalysis 93
Wenbin Lin
4.1 Introduction 93
4.2 Thermodynamically-Controlled Metallocycles 94
4.3 Kinetically-Conrrolled Metallocycles 95
4.4 General Synthetic Strategies for Chiral Metallocycles 96
4.5 Self- and Directed-Assembly of Chiral Pt-Alkynyl
Metallocycles 101
Contents VII
4.6 Chiral Pt-Alkynyl Metallocydes for Asymmetrie Catalysis 107
4.7 Concluding Remarks 109
References 110
5 Catalysis of Acyl Transfer Processes by Crown-Ether Supported
Alkaline-Earth Metal Ions 113
Roberta Cacciapaglia, Stefano Di Stefano, and Luigi Mandolini
5.1 Introduction 113
5.2 Basic Facts and Concepts 113
5.2.1 Reactivity of Alkaline-Earth Metal Alkoxides 114
5.2.2 The Influence of Crown Ethers 115
5.2.3 Preorganized Systems 326
5.2.3.1 Selected Examples 116
5.3 Nudeophilic Catalysts with Transacylase Activity 118
5.3.1 Calixcrowns 119
5.3.1.1 Catalytic Efficiency vs. Ester Reactivity 121
5.3.1.2 Trifunctional Catalysis 123
5.3.1.3 p-tert-Butylcalix[5]arene Derivatives 123
5.3.2 Thiol-Pendant Crown Ethers 124
5.4 Bimetallic Catalysts 128
5.4.1 Azacrown Iigating Units 129
5.4.1.1 Azacrown Decorated Calixarenes 133
5.4.2 Stilbenobis(18-Crown-6) Iigands 133
5.4.3 A Phototunable Dinudear Catalyst 135
5.4.4 Effective Molarity and Catalytic Efficiency 136
5.5 Conduding Remarks 139
References 140
6 Bio-Inspired Supramolecular Catalysis 243
Johannes AAV/. Elemans, JeroenJ.LM. Cornelissen, Martinus C. Fetters,
Alan E. Rowan, and RoelandJ.M. Nolte
6.1 Introduction 143
6.2 Host-Guest Catalysis 144
6.2.1 Rhodium-based Receptors 145
6.2.2 Copper-based Receptors 146
6.2.3 Porphyrin-based Receptors 149
6.3 Cytochrome P450 Mimics 153
6.3.1 Membrane-based Catalysts 153
6.3.2 Single Molecule Studies on Epoxidation Catalysts 155
6.4 Biohybrid Catalytic Systems 157
6.4.1 Bioamphiphiles 157
6.4.2 Single Enzyme Catalysis 159
6.5 Outlook 161
References 162
VIM I Contents
7 Selective Stoichiometric and Catalytic Reactivity in the Confines of
a Chiral Supramolecular Assembly 165
Michael D. Pluth, Robert C. Bergman, and Kenneth N. Raymond
7.1 Introduction 165
7.2 Chemistry of Organometallic Guests 167
7.3 The Assembly as a Catalyst 175
7.3.1 Electrocydic Rearrangements 175
7.3.2 Acid-Catalyzed Reactions 183
7.4 Conclusions and Outlook 191
References 191
8 New Supramolecular Approaches in Transition Metal Catalysis;
Template-Ligand Assisted Catalyst Encapsulation, Self-Assembled
Ligands and Supramolecular Catalyst Immobilization 199
post N.H. Reek
8.1 Introduction 199
8.2 Template-Ligand Assisted Catalyst Encapsulation 200
8.3 Self-Assembled Ligands in Transition Metal Catalysis 210
8.3.1 Template Approach 212
8.3.2 Direct Approach 217
8.4 Supramolecular Anchoring of Catalysts to Support 225
8.5 Conclusion 228
References 229
9 Chirality-Directed Self-Assembly: An Enabling Strategy
for Ligand Scaffold Optimization 235
James M. Takacs, Shin A. Moteki, and D. Sahadeva Ready
9.1 Introduction 235
9.2 The Need for New Catalyst Systems 235
9.3 A Typical Modular Approach to Chiral Bidentate Ligand Design 236
9.4 A Further Rationale for Developing Combinatorial Approaches
to Scaffold Optimization 237
9.5 Approaches to Scaffold Optimization 238
9.6 A Convergent Approach to the Formation of Heterobimetallic
Catalyst Systems 239
9.7 Chirality-Directed Self-Assembly: Selective Formation of Neutral,
Heteroleptic Zinc(n) Complexes 240
9.8 In situ SAL Preparation 244
9.9 Ligand Scaffold Optimization in Palladium-Catalyzed Asymmetric
Allylic Amination 244
9.10 What has been Learned? 246
9.11 Why such Wide Variation in Enantiomeric Excess given the
Relatively Small Changes in Scaffold Structure? 248
9.12 Ligand Scaffold Optimization in Rhodium-Catalyzed
Asymmetric Hydrogénation 248
Contents IX
9.13 Concluding Remarks 250
References 251
10 Supramolecular Catalysis: Refocusing Catalysis 255
Piet W. N. M. Van Leeuwen and Zoraida Freixa
10.1 Introduction: A Brief Personal History 255
10.2 Secondary Phosphines or Phosphites as Supramolecular
Iigands 258
10.3 Host-Guest Catalysis 263
10.4 Ionic Interactions as a Means to Form Heterobidentate
Assembly Iigands 269
10.5 Ditopic Iigands for the Construction of Bidentate
Phosphine Iigands 276
10.6 Conclusions and Outlook 289
References 291
Index 301 |
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| genre | (DE-588)1071861417 Konferenzschrift gnd-content |
| genre_facet | Konferenzschrift |
| id | DE-604.BV023330337 |
| illustrated | Illustrated |
| index_date | 2024-07-02T20:57:20Z |
| indexdate | 2024-07-20T09:41:15Z |
| institution | BVB |
| isbn | 9783527321919 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-016514275 |
| oclc_num | 213381263 |
| open_access_boolean | |
| owner | DE-19 DE-BY-UBM DE-703 DE-29T DE-91G DE-BY-TUM DE-11 |
| owner_facet | DE-19 DE-BY-UBM DE-703 DE-29T DE-91G DE-BY-TUM DE-11 |
| physical | XV, 303 S. Ill., graph. Darst. 25 cm |
| publishDate | 2008 |
| publishDateSearch | 2008 |
| publishDateSort | 2008 |
| publisher | Wiley-VCH-Verl. |
| record_format | marc |
| spelling | Supramolecular catalysis ed. by Piet W. N. M. van Leeuwen Weinheim Wiley-VCH-Verl. 2008 XV, 303 S. Ill., graph. Darst. 25 cm txt rdacontent n rdamedia nc rdacarrier Literaturangaben Catalysis Congresses Supramolecular chemistry Congresses Katalyse (DE-588)4029921-1 gnd rswk-swf Supramolekulare Chemie (DE-588)4306141-2 gnd rswk-swf (DE-588)1071861417 Konferenzschrift gnd-content Supramolekulare Chemie (DE-588)4306141-2 s Katalyse (DE-588)4029921-1 s DE-604 Leeuwen, Piet W. N. M. van 1942- Sonstige (DE-588)134176987 oth text/html http://deposit.dnb.de/cgi-bin/dokserv?id=3018875&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=016514275&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Supramolecular catalysis Catalysis Congresses Supramolecular chemistry Congresses Katalyse (DE-588)4029921-1 gnd Supramolekulare Chemie (DE-588)4306141-2 gnd |
| subject_GND | (DE-588)4029921-1 (DE-588)4306141-2 (DE-588)1071861417 |
| title | Supramolecular catalysis |
| title_auth | Supramolecular catalysis |
| title_exact_search | Supramolecular catalysis |
| title_exact_search_txtP | Supramolecular catalysis |
| title_full | Supramolecular catalysis ed. by Piet W. N. M. van Leeuwen |
| title_fullStr | Supramolecular catalysis ed. by Piet W. N. M. van Leeuwen |
| title_full_unstemmed | Supramolecular catalysis ed. by Piet W. N. M. van Leeuwen |
| title_short | Supramolecular catalysis |
| title_sort | supramolecular catalysis |
| topic | Catalysis Congresses Supramolecular chemistry Congresses Katalyse (DE-588)4029921-1 gnd Supramolekulare Chemie (DE-588)4306141-2 gnd |
| topic_facet | Catalysis Congresses Supramolecular chemistry Congresses Katalyse Supramolekulare Chemie Konferenzschrift |
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