Chirality in Transition Metal Chemistry Molecules, Supramolecular Assemblies and Materials
, by Amouri, Hani; Gruselle, Michel; Woollins, J. Derek; Atwood, David A.; Crabtree, Robert H.; Mayer, Gerd- ISBN: 9780470060544 | 0470060549
- Cover: Paperback
- Copyright: 1/7/2009
Michel Gruselle was born in Decazeville (France) and obtained his Ph.D. degree (doctorat d'Etat) in the CNRS laboratory of Thiais, a suburb of Paris, in 1975 with Dr Daniel Lefort where he worked on stereochemical problems in radical chemistry. In 1974 he joined Bianca Tchoubar's group and started working on nitrogen activation by organometallic complexes, and he spent some time collaborating with Prof. A.E. Shilov in Moscow. he is a Research Director in CNRS at Universite Pierre et Marie Curie Paris-6 and was the director of the ARC group (Auto-assemblage, Reconnaissance et Chiralite) at the IPCM from 1996-2000. His main research interests a4re enantioselective synthesis in coordination chemistry and in material science and he has had over 110 research papers and reviews published in international scientific journals.
Preface | p. ix |
Foreword | p. xi |
Introduction | p. 1 |
References | p. 5 |
Chirality and Enantiomers | p. 7 |
Chirality | p. 7 |
Brief Historical Review | p. 7 |
Definition of Chirality | p. 13 |
Definition of a Prochiral Object | p. 17 |
Definition of Elements of Chirality | p. 19 |
Principal Elements of Chirality Encountered in Organometallic and Coordination Chemistry | p. 20 |
Enantiomers and Racemic Compounds | p. 24 |
Enantiomers | p. 24 |
Racemic Compounds | p. 24 |
Diastereomers | p. 27 |
Enantiomeric and Diastereomeric Excesses | p. 29 |
Racemization and Configurational Stability | p. 30 |
Absolute configurations and System Descriptors | p. 32 |
Definition of the Absolute and Relative Configuration of a Molecule | p. 32 |
Absolute Configuration and Universal Descriptors | p. 33 |
Physical Properties of Enantiomers and Racemics | p. 43 |
Optical Properties | p. 43 |
Determination of Absolute Configuration | p. 48 |
Determination of the Enantiomeric Excess (ee) | p. 50 |
Principles of Resolution and Preparation of Enantiomers | p. 55 |
Spontaneous Resolution | p. 55 |
Use of a Chiral Auxiliary | p. 56 |
Chromatography | p. 57 |
Enantioselective Synthesis | p. 58 |
Summary | p. 61 |
References | p. 61 |
Some Examples of Chiral Organometallic Complexes and Asymmetric Catalysis | p. 65 |
Chirality at Metal Half-sandwich Compounds | p. 65 |
Chiral Three-legged Piano Stool: the CpMnL1L2L3 Model | p. 65 |
Chiral Three-legged Piano Stool: the CpReL1L2L3 Model | p. 68 |
Other Related Complexes with Chiral-at-Metal Centre | p. 71 |
Chiral-at-metal Complexes in Organic Synthesis | p. 75 |
The Chiral Acyl-Iron Complex | p. 75 |
The Chiral Cyclic Acyl-Cobalt Complex | p. 79 |
The Lewis Acid-Rhenium Complex | p. 79 |
Asymmetric Catalysis by Chiral Complexes | p. 80 |
Asymmetric Hydrogenation | p. 80 |
Asymmetric Epoxidation and Dihydroxylation | p. 88 |
Gold Complexes in Asymmetric Catalysis | p. 89 |
Asymmetric Nucleophilic Catalysis | p. 91 |
Summary | p. 94 |
References | p. 94 |
Chiral Recognition in Organometallic and Coordination Compounds | p. 99 |
Octahedral Metal Complexes with Helical Chirality | p. 101 |
Heterochiral Recognition | p. 101 |
Homochiral Recognition | p. 102 |
Chiral Recognition Using Modified Cyclodextrins | p. 103 |
Chiral Recognition Using the Chiral Anion Strategy | p. 105 |
Tris(tetrachlorobenzenediolato) Phosphate Anion (TRISPHAT) | p. 105 |
1,1'-binaphty1-2,2'-diyl Phosphate Anion (BNP) | p. 111 |
Bis(binaphthol) Borate Anion (BNB) | p. 113 |
Brief Introduction to DNA Discrimination by Octahedral Polypyridyl Metal Complexes | p. 114 |
Introduction | p. 114 |
Background on DNA Binding with Chiral Octahedral Metal Complexes- the [Ru(phen) 3]2+ Example | p. 115 |
Molecular Light Switches for DNA | p. 116 |
Summary | p. 117 |
References | p. 117 |
Chirality in Supramolecular Coordination Compounds | p. 121 |
Self-assembly of Chiral Polynuclear Complexes from Achiral Building Units | p. 121 |
Helicates | p. 121 |
Molecular Catenanes and Knots | p. 129 |
Chiral Tetrahedra | p. 133 |
Chiral Anti(prism) | p. 143 |
Chiral Octahedra and Cuboctahedra | p. 146 |
Chiral Metallo-macrocycles with Organometallic Half-sandwich Complexes | p. 147 |
Chirality Transfer in Polynuclear Complexes: Enantioselective Synthesis | p. 153 |
Chirality Transfer via Resolved Bridging Ligands | p. 154 |
Chirality Transfer via a Resolved Chiral Auxiliary Coordinated to a Metal or the Use of Resolved Metallo-bricks | p. 162 |
Summary | p. 172 |
References | p. 172 |
Chiral Enantiopure Molecular Materials | p. 179 |
General Considerations | p. 179 |
Types of Organization | p. 179 |
Properties | p. 180 |
Chiral and Enantiopure Materials | p. 180 |
Conductors | p. 181 |
General Considerations | p. 181 |
Why Enantiopure Molecular conductors? | p. 182 |
Strategies to Obtain Enantiopure Conductors | p. 183 |
Metallomesogens | p. 189 |
General Considerations | p. 189 |
Metallomesogens with the Chiral Element Attached Driectly to the Metal | p. 189 |
Metallomesogens with the Chiral Element (s) in the Ligands | p. 190 |
Metallomesogens Where the Metal and Ligands Generate Helical Chirality | p. 193 |
Metallomesogens Based on Chiral Phthalocyanines | p. 199 |
Porous Metalorganic Coordination Networks (MOCN) | p. 204 |
General Considerations | p. 204 |
Main Strategies to Obtain Enantiopure MOCNs | p. 205 |
1D MOCNs | p. 206 |
2D and 3D MOCNs | p. 209 |
Molecular Magnets | p. 215 |
Why Enantiopure Molecular Magnets? | p. 215 |
Strategies and Synthesis | p. 216 |
Enantioselective Synthesis or Resolution of Chiral Ligands | p. 216 |
Chiral Inductive Effect of Resolved Building Blocks in the Formation of Supramolecular Structures | p. 218 |
Chiral Inductive Effect of Resolved Templates | p. 222 |
Chiral Surfaces | p. 224 |
General Considerations | p. 224 |
Spontaneous Resolution of Chiral Molecules at a Metal Surface in 2D Space | p. 225 |
Induction of Chirality by Enantiopure Chiral Molecules in 3D, Resulting in Enantiopure Structures at Metal Surfaces | p. 228 |
Formation of Chiral Metal Surfaces by Electrodeposition in the Presence of a Chiral Ionic Medium | p. 229 |
Formation of Chiral Nanoparticles | p. 229 |
Summary | p. 232 |
References | p. 233 |
Index | p. 239 |
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