Chirality in transition metal chemistry: molecules, supramolecular assemblies and materials
Gespeichert in:
| Hauptverfasser: | , |
|---|---|
| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
Hoboken, NJ
Wiley
2008
|
| Schriftenreihe: | Inorganic chemistry
|
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | XII, 246 S. Ill., graph. Darst. |
| ISBN: | 9780470060537 9780470060544 |
Internformat
MARC
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| 100 | 1 | |a Amouri, Hani |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Chirality in transition metal chemistry |b molecules, supramolecular assemblies and materials |c Hanie Amouri and Michel Gruselle |
| 264 | 1 | |a Hoboken, NJ |b Wiley |c 2008 | |
| 300 | |a XII, 246 S. |b Ill., graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 490 | 0 | |a Inorganic chemistry | |
| 650 | 4 | |a Transition metal compounds | |
| 650 | 4 | |a Chirality | |
| 650 | 4 | |a Chemistry, Inorganic | |
| 650 | 0 | 7 | |a Übergangsmetallkomplexe |0 (DE-588)4131837-7 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Chiralität |g Chemie |0 (DE-588)4147732-7 |2 gnd |9 rswk-swf |
| 689 | 0 | 0 | |a Übergangsmetallkomplexe |0 (DE-588)4131837-7 |D s |
| 689 | 0 | 1 | |a Chiralität |g Chemie |0 (DE-588)4147732-7 |D s |
| 689 | 0 | |5 DE-604 | |
| 700 | 1 | |a Gruselle, Michel |e Verfasser |4 aut | |
| 856 | 4 | 2 | |m Digitalisierung UB Bayreuth |q application/pdf |u http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=016727825&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |3 Inhaltsverzeichnis |
| 999 | |a oai:aleph.bib-bvb.de:BVB01-016727825 | ||
Datensatz im Suchindex
| _version_ | 1804138002889310208 |
|---|---|
| adam_text | Contents
Preface
....................................... ix
Foreword
...................................... xi
1
Introduction
................................... 1
References
.................................... 5
2
Chirality and Enantiomers
............................ 7
2.1
Chirality
.................................. 7
2.1.1
Brief Historical Review
......................... 7
2.1.2
Definition of Chirality
......................... 13
2.1.3
Definition of a Prochiral Object
..................... 17
2.1.4
Definition of Elements of Chirality
................... 19
2.1.5
Principal Elements of Chirality Encountered in Organometallic
and Coordination Chemistry
...................... 20
2.2
Enantiomers and Racemic Compounds
..................... 24
2.2.1
Enantiomers
.............................. 24
2.2.2
Racemic Compounds
.......................... 24
2.2.3
Diastereomers
............................. 27
2.2.4
Enantiomeric and Diastereomeric Excesses
................ 29
2.2.5
Racemization and Configurational Stability
................ 30
2.3
Absolute Configurations and System Descriptors
................. 32
2.3.1
Definition of the Absolute and Relative Configuration of a Molecule
.... 32
2.3.2
Absolute Configuration and Universal Descriptors
............. 33
2.4
Physical Properties of Enantiomers and Racemics
................ 43
2.4.1
Optical Properties
........................... 43
2.4.2
Determination of Absolute Configuration
................. 48
2.4.3
Determination of the Enantiomeric Excess
(ее)
.............. 50
2.5
Principles of Resolution and Preparation of Enantiomers
............. 55
2.5.1
Spontaneous Resolution
........................ 55
2.5.2
Use of a Chiral Auxiliary
........................ 56
2.5.3
Chromatography
............................ 57
2.5.4
Enantioselective Synthesis
....................... 58
2.6
Summary
.................................. 61
References
.................................... 61
3
Some Examples of Chiral Organometallic Complexes and Asymmetric Catalysis
... 65
3.1
Chirality at Metal Half-sandwich Compounds
.................. 65
3.1.1
Chiral Three-legged Piano Stool: the CpMnL lA3 Model
......... 65
3.1.2
Chiral Three-legged Piano Stool: the
CpReĽL2L3
Model
......... 68
3.1.3
Other Related Complexes with Chiral-at-Metal Centre
........... 71
vi
Contents
3.2
Chiral-at-metal Complexes
in
Organie
Synthesis
................. 75
3.2.1
The Chiral Acyl-Iron Complex
..................... 75
3.2.2
The Chiral Cyclic Acyl-Cobalt Complex
................. 79
3.2.3
The Lewis Acid-Rhenium Complex
................... 79
3.3
Asymmetric Catalysis by Chiral Complexes
................... 80
3.3.1
Asymmetric
Hydrogénation
....................... 80
3.3.2
Asymmetric Epoxidation and Dihydroxylation
.............. 88
3.3.3
Gold Complexes in Asymmetric Catalysis
................ 89
3.3.4
Asymmetric Nucleophilic Catalysis
................... 91
3.4
Summary
.................................. 94
References
.................................... 94
4
Chiral Recognition in Organometallic and Coordination Compounds
........ 99
4.1
Octahedral Metal Complexes with Helical Chirality
............... 101
4.1.1
Heterochiral Recognition
........................ 101
4.1.2
Homochiral Recognition
........................ 102
4.1.3
Chiral Recognition Using Modified Cyclodextrins
............. 103
4.2
Chiral Recognition Using the Chiral
Anion
Strategy
............... 105
4.2.1
Trisitetrachlorobenzenediolato) Phosphate
Anion (TRISPHAT)
....... 105
4.2.2
l,l -binaphtyl-2,2 -diyl Phosphate
Anion
(BNP)
..............
Ш
4.2.3
BisCbinaphthol)
Borate
Anion (BNB)
...................
ИЗ
4.3
Brief Introduction to
DNA
Discrimination by Octahedral Polypyridyl Metal
Complexes
.................................. 114
4.3.1
Introduction
.............................. 114
4.3.2
Background on
DNA
Binding with Chiral Octahedral Metal
Complexes
-
the [Ru(phen)3]2+ Example
................. 115
4.3.3
Molecular Light Switches for
DNA................... 116
4.4
Summary
.................................. 117
References
.................................... 117
5
Chirality in Supramolecular Coordination Compounds
............... 121
5.1
Self-assembly of Chiral Polynuclear Complexes from Achiral Building Units
.... 121
5.1.1
Helicates
............................... 121
5.1.2
Molecular Catenanes and Knots
..................... 129
5.1.3
Chiral Tetrahedra
........................... 133
5.1.4
Chiral AntiCprism)
........................... 143
5.1.5
Chiral Octahedra and Cuboctahedra
................... 146
5.1.6
Chiral Metallo-macrocycles with Organometallic Half-sandwich Complexes
. 147
5.2
Chirality Transfer in Polynuclear Complexes: Enantioselective Synthesis
...... 153
5.2.1
Chirality Transfer via Resolved Bridging Ligands
............. 154
5.2.2
Chirality Transfer via a Resolved Chiral Auxiliary Coordinated to a Metal
or the Use of Resolved Metallo-bricks
.................. 162
5.3
Summary
.................................. 172
References
.................................... 172
6
Chiral Enantiopure Molecular Materials
...................... 179
6.1
General Considerations
........... ...... 179
Contents
vii
6.1.1
Types of Organization
......................... 179
6.1.2
Properties
............................... 180
6.1.3
Chiral and Enantiopure Materials
.................... 180
6.2
Conductors
................................. 181
6.2.1
General Considerations
......................... 181
6.2.2
Why Enantiopure Molecular Conductors?
................. 182
6.2.3
Strategies to Obtain Enantiopure Conductors
............... 183
6.3
Metallomesogens
............................... 189
6.3.1
General Considerations
......................... 189
6.3.2
Metallomesogens with the Chiral Element Attached Directly to the Metal
. . 189
6.3.3
Metallomesogens with the Chiral Element(s) in the Ligands
........ 190
6.3.4
Metallomesogens Where the Metal and Ligands Generate Helical Chirality
. . 193
6.3.5
Metallomesogens Based on Chiral Phthalocyanines
............ 199
6.4
Porous Metalorganic Coordination Networks (MOCN)
.............. 204
6.4.1
General Considerations
......................... 204
6.4.2
Main Strategies to Obtain Enantiopure MOCNs
.............. 205
6.4.3
ID MOCNs
.............................. 206
6.4.4
2D and
3D
MOCNs
.......................... 209
6.5
Molecular Magnets
.............................. 215
6.5.1
Why Enantiopure Molecular Magnets?
.................. 215
6.5.2
Strategies and Synthesis
........................ 216
6.5.3
Enantioselective Synthesis or Resolution of Chiral Ligands
......... 216
6.5.4
Chiral Inductive Effect of Resolved Building Blocks in the Formation
of Supramolecular Structures
...................... 218
6.5.5
Chiral Inductive Effect of Resolved Templates
.............. 222
6.6
Chiral Surfaces
................................ 224
6.6.1
General Considerations
......................... 224
6.6.2
Spontaneous Resolution of Chiral Molecules at a Metal
Surface in 2D Space
.......................... 225
6.6.3
Induction of Chirality by Enantiopure Chiral Molecules in
3D,
Resulting in Enantiopure Structures at Metal Surfaces
........... 228
6.6.4
Formation of Chiral Metal Surfaces by Electrodeposition in the
Presence of a Chiral Ionic Medium
................... 229
6.6.5
Formation of Chiral Nanoparticles
.................... 229
6.7
Summary
.................................. 232
References
.................................... 233
Index
...................................... 239
|
| adam_txt |
Contents
Preface
. ix
Foreword
. xi
1
Introduction
. 1
References
. 5
2
Chirality and Enantiomers
. 7
2.1
Chirality
. 7
2.1.1
Brief Historical Review
. 7
2.1.2
Definition of Chirality
. 13
2.1.3
Definition of a Prochiral Object
. 17
2.1.4
Definition of Elements of Chirality
. 19
2.1.5
Principal Elements of Chirality Encountered in Organometallic
and Coordination Chemistry
. 20
2.2
Enantiomers and Racemic Compounds
. 24
2.2.1
Enantiomers
. 24
2.2.2
Racemic Compounds
. 24
2.2.3
Diastereomers
. 27
2.2.4
Enantiomeric and Diastereomeric Excesses
. 29
2.2.5
Racemization and Configurational Stability
. 30
2.3
Absolute Configurations and System Descriptors
. 32
2.3.1
Definition of the Absolute and Relative Configuration of a Molecule
. 32
2.3.2
Absolute Configuration and Universal Descriptors
. 33
2.4
Physical Properties of Enantiomers and Racemics
. 43
2.4.1
Optical Properties
. 43
2.4.2
Determination of Absolute Configuration
. 48
2.4.3
Determination of the Enantiomeric Excess
(ее)
. 50
2.5
Principles of Resolution and Preparation of Enantiomers
. 55
2.5.1
Spontaneous Resolution
. 55
2.5.2
Use of a Chiral Auxiliary
. 56
2.5.3
Chromatography
. 57
2.5.4
Enantioselective Synthesis
. 58
2.6
Summary
. 61
References
. 61
3
Some Examples of Chiral Organometallic Complexes and Asymmetric Catalysis
. 65
3.1
Chirality at Metal Half-sandwich Compounds
. 65
3.1.1
Chiral Three-legged Piano Stool: the CpMnL'lA3 Model
. 65
3.1.2
Chiral Three-legged Piano Stool: the
CpReĽL2L3
Model
. 68
3.1.3
Other Related Complexes with Chiral-at-Metal Centre
. 71
vi
Contents
3.2
Chiral-at-metal Complexes
in
Organie
Synthesis
. 75
3.2.1
The Chiral Acyl-Iron Complex
. 75
3.2.2
The Chiral Cyclic Acyl-Cobalt Complex
. 79
3.2.3
The Lewis Acid-Rhenium Complex
. 79
3.3
Asymmetric Catalysis by Chiral Complexes
. 80
3.3.1
Asymmetric
Hydrogénation
. 80
3.3.2
Asymmetric Epoxidation and Dihydroxylation
. 88
3.3.3
Gold Complexes in Asymmetric Catalysis
. 89
3.3.4
Asymmetric Nucleophilic Catalysis
. 91
3.4
Summary
. 94
References
. 94
4
Chiral Recognition in Organometallic and Coordination Compounds
. 99
4.1
Octahedral Metal Complexes with Helical Chirality
. 101
4.1.1
Heterochiral Recognition
. 101
4.1.2
Homochiral Recognition
. 102
4.1.3
Chiral Recognition Using Modified Cyclodextrins
. 103
4.2
Chiral Recognition Using the Chiral
Anion
Strategy
. 105
4.2.1
Trisitetrachlorobenzenediolato) Phosphate
Anion (TRISPHAT)
. 105
4.2.2
l,l'-binaphtyl-2,2'-diyl Phosphate
Anion
(BNP)
.
Ш
4.2.3
BisCbinaphthol)
Borate
Anion (BNB)
.
ИЗ
4.3
Brief Introduction to
DNA
Discrimination by Octahedral Polypyridyl Metal
Complexes
. 114
4.3.1
Introduction
. 114
4.3.2
Background on
DNA
Binding with Chiral Octahedral Metal
Complexes
-
the [Ru(phen)3]2+ Example
. 115
4.3.3
Molecular Light Switches for
DNA. 116
4.4
Summary
. 117
References
. 117
5
Chirality in Supramolecular Coordination Compounds
. 121
5.1
Self-assembly of Chiral Polynuclear Complexes from Achiral Building Units
. 121
5.1.1
Helicates
. 121
5.1.2
Molecular Catenanes and Knots
. 129
5.1.3
Chiral Tetrahedra
. 133
5.1.4
Chiral AntiCprism)
. 143
5.1.5
Chiral Octahedra and Cuboctahedra
. 146
5.1.6
Chiral Metallo-macrocycles with Organometallic Half-sandwich Complexes
. 147
5.2
Chirality Transfer in Polynuclear Complexes: Enantioselective Synthesis
. 153
5.2.1
Chirality Transfer via Resolved Bridging Ligands
. 154
5.2.2
Chirality Transfer via a Resolved Chiral Auxiliary Coordinated to a Metal
or the Use of Resolved Metallo-bricks
. 162
5.3
Summary
. 172
References
. 172
6
Chiral Enantiopure Molecular Materials
. 179
6.1
General Considerations
. . 179
Contents
vii
6.1.1
Types of Organization
. 179
6.1.2
Properties
. 180
6.1.3
Chiral and Enantiopure Materials
. 180
6.2
Conductors
. 181
6.2.1
General Considerations
. 181
6.2.2
Why Enantiopure Molecular Conductors?
. 182
6.2.3
Strategies to Obtain Enantiopure Conductors
. 183
6.3
Metallomesogens
. 189
6.3.1
General Considerations
. 189
6.3.2
Metallomesogens with the Chiral Element Attached Directly to the Metal
. . 189
6.3.3
Metallomesogens with the Chiral Element(s) in the Ligands
. 190
6.3.4
Metallomesogens Where the Metal and Ligands Generate Helical Chirality
. . 193
6.3.5
Metallomesogens Based on Chiral Phthalocyanines
. 199
6.4
Porous Metalorganic Coordination Networks (MOCN)
. 204
6.4.1
General Considerations
. 204
6.4.2
Main Strategies to Obtain Enantiopure MOCNs
. 205
6.4.3
ID MOCNs
. 206
6.4.4
2D and
3D
MOCNs
. 209
6.5
Molecular Magnets
. 215
6.5.1
Why Enantiopure Molecular Magnets?
. 215
6.5.2
Strategies and Synthesis
. 216
6.5.3
Enantioselective Synthesis or Resolution of Chiral Ligands
. 216
6.5.4
Chiral Inductive Effect of Resolved Building Blocks in the Formation
of Supramolecular Structures
. 218
6.5.5
Chiral Inductive Effect of Resolved Templates
. 222
6.6
Chiral Surfaces
. 224
6.6.1
General Considerations
. 224
6.6.2
Spontaneous Resolution of Chiral Molecules at a Metal
Surface in 2D Space
. 225
6.6.3
Induction of Chirality by Enantiopure Chiral Molecules in
3D,
Resulting in Enantiopure Structures at Metal Surfaces
. 228
6.6.4
Formation of Chiral Metal Surfaces by Electrodeposition in the
Presence of a Chiral Ionic Medium
. 229
6.6.5
Formation of Chiral Nanoparticles
. 229
6.7
Summary
. 232
References
. 233
Index
. 239 |
| any_adam_object | 1 |
| any_adam_object_boolean | 1 |
| author | Amouri, Hani Gruselle, Michel |
| author_facet | Amouri, Hani Gruselle, Michel |
| author_role | aut aut |
| author_sort | Amouri, Hani |
| author_variant | h a ha m g mg |
| building | Verbundindex |
| bvnumber | BV035059293 |
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| callnumber-subject | QD - Chemistry |
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| classification_tum | CHE 331f |
| ctrlnum | (OCoLC)232976047 (DE-599)BVBBV035059293 |
| dewey-full | 546/.6 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 546 - Inorganic chemistry |
| dewey-raw | 546/.6 |
| dewey-search | 546/.6 |
| dewey-sort | 3546 16 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie Chemie |
| discipline_str_mv | Chemie / Pharmazie Chemie |
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| id | DE-604.BV035059293 |
| illustrated | Illustrated |
| index_date | 2024-07-02T21:59:58Z |
| indexdate | 2024-07-09T21:21:16Z |
| institution | BVB |
| isbn | 9780470060537 9780470060544 |
| language | English |
| lccn | 2008031731 |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-016727825 |
| oclc_num | 232976047 |
| open_access_boolean | |
| owner | DE-703 DE-19 DE-BY-UBM DE-11 DE-91G DE-BY-TUM |
| owner_facet | DE-703 DE-19 DE-BY-UBM DE-11 DE-91G DE-BY-TUM |
| physical | XII, 246 S. Ill., graph. Darst. |
| publishDate | 2008 |
| publishDateSearch | 2008 |
| publishDateSort | 2008 |
| publisher | Wiley |
| record_format | marc |
| series2 | Inorganic chemistry |
| spelling | Amouri, Hani Verfasser aut Chirality in transition metal chemistry molecules, supramolecular assemblies and materials Hanie Amouri and Michel Gruselle Hoboken, NJ Wiley 2008 XII, 246 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Inorganic chemistry Transition metal compounds Chirality Chemistry, Inorganic Übergangsmetallkomplexe (DE-588)4131837-7 gnd rswk-swf Chiralität Chemie (DE-588)4147732-7 gnd rswk-swf Übergangsmetallkomplexe (DE-588)4131837-7 s Chiralität Chemie (DE-588)4147732-7 s DE-604 Gruselle, Michel Verfasser aut Digitalisierung UB Bayreuth application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=016727825&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Amouri, Hani Gruselle, Michel Chirality in transition metal chemistry molecules, supramolecular assemblies and materials Transition metal compounds Chirality Chemistry, Inorganic Übergangsmetallkomplexe (DE-588)4131837-7 gnd Chiralität Chemie (DE-588)4147732-7 gnd |
| subject_GND | (DE-588)4131837-7 (DE-588)4147732-7 |
| title | Chirality in transition metal chemistry molecules, supramolecular assemblies and materials |
| title_auth | Chirality in transition metal chemistry molecules, supramolecular assemblies and materials |
| title_exact_search | Chirality in transition metal chemistry molecules, supramolecular assemblies and materials |
| title_exact_search_txtP | Chirality in transition metal chemistry molecules, supramolecular assemblies and materials |
| title_full | Chirality in transition metal chemistry molecules, supramolecular assemblies and materials Hanie Amouri and Michel Gruselle |
| title_fullStr | Chirality in transition metal chemistry molecules, supramolecular assemblies and materials Hanie Amouri and Michel Gruselle |
| title_full_unstemmed | Chirality in transition metal chemistry molecules, supramolecular assemblies and materials Hanie Amouri and Michel Gruselle |
| title_short | Chirality in transition metal chemistry |
| title_sort | chirality in transition metal chemistry molecules supramolecular assemblies and materials |
| title_sub | molecules, supramolecular assemblies and materials |
| topic | Transition metal compounds Chirality Chemistry, Inorganic Übergangsmetallkomplexe (DE-588)4131837-7 gnd Chiralität Chemie (DE-588)4147732-7 gnd |
| topic_facet | Transition metal compounds Chirality Chemistry, Inorganic Übergangsmetallkomplexe Chiralität Chemie |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=016727825&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT amourihani chiralityintransitionmetalchemistrymoleculessupramolecularassembliesandmaterials AT grusellemichel chiralityintransitionmetalchemistrymoleculessupramolecularassembliesandmaterials |