Dihydrogen bonds: principles, experiments, and applications
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
Hoboken, N.J.
John Wiley
2008
|
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | Includes index. |
| Beschreibung: | XIII, 241 S. Ill., graph. Darst. |
| ISBN: | 9780470180969 |
Internformat
MARC
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| 020 | |a 9780470180969 |9 978-0-470-18096-9 | ||
| 035 | |a (OCoLC)145431669 | ||
| 035 | |a (DE-599)GBV534352154 | ||
| 040 | |a DE-604 |b ger |e aacr | ||
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| 100 | 1 | |a Bakhmutov, Vladimir I. |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Dihydrogen bonds |b principles, experiments, and applications |c Vladimir I. Bakhmutov |
| 264 | 1 | |a Hoboken, N.J. |b John Wiley |c 2008 | |
| 300 | |a XIII, 241 S. |b Ill., graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 500 | |a Includes index. | ||
| 650 | 4 | |a Dihydrogen bonding | |
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| 999 | |a oai:aleph.bib-bvb.de:BVB01-016366389 | ||
Datensatz im Suchindex
| _version_ | 1804137446621839360 |
|---|---|
| adam_text | CONTENTS
Preface xi
1 Introduction: Weak Noncovalent Interactions 1
References, 4
2 Brief Summary of Hydrogen-Bonded Systems: Definitions and
General View 6
2.1 Conventional Hydrogen Bonds: Theoretical and Experimental
Criteria of Hydrogen Bond Formation, 6
2.1.1 Energy and Geometry of Conventional Hydrogen Bonds, 11
2.1.2 Cooperative and Anticooperative Energy Effects in Systems
with Classical Hydrogen Bonds, 14
2.1.3 Dynamics of Classical Hydrogen Bonds, 15
2.2 Nonconventional Hydrogen Bonds as a Part of Hydrogen-Bonded
Systems: Definition and Classification, 20
2.3 Difference Between Hydrogen and Chemical Bonds, 24
2.4 Concluding Remarks, 25
References, 26
3 Concept of Dihydrogen Bonding 28
3.1 General View: From an H2 Molecule to a Dihydrogen Bond via a
Dihydrogen Ligand, 29
3.2 The Nature of Dihydrogen Bonding: The Topology of Electron
Density and Contributions to Total Bonding Energy, 36
3.3. Scalar Spin-Spin Coupling Through Dihydrogen Bonds as Evidence
of Their Partly Covalent Character, 44
vii
vüi CONTENTS
3.4 Field Effects on Dihydrogen Bonding, 48
3.5 Pressure Effects on Dihydrogen Bonding, 51
3.6 Difference Between Hydrogen and Dihydrogen Bonds, 52
3.7 Concluding Remarks, 54
References, 54
4 How to Find a Dihydrogen Bond: Experimental Criteria of
Dihydrogen Bond Formation 56
4.1 Dihydrogen-Bonded Complexes in the Solid State: X-Ray and
Neutron Diffraction Evidence, 57
4.1.1 Topology of Electron Density in Dihydrogen-Bonded
Systems from Diffraction Data, 63
4.2 Gas-Phase Experiments with Dihydrogen-Bonded Complexes, 65
4.3 Experiments with Dihydrogen-Bonded Complexes in Solutions, 69
4.3.1 IR Spectral Criteria for the Formation of
Dihydrogen-Bonded Complexes in Solutions, 69
4.3.2 How to Determine the Stoichiometry of Dihydrogen-Bonded
Complexes in Solution by IR Spectroscopy, 73
4.3.3 Energy Parameters of Dihydrogen-Bonded Complexes from
IR Spectra in Solution, 73
4.3.4 H Nuclear Magnetic Resonance Evidence for Dihydrogen
Bonding in Solution, 75
4.3.5 Energy Parameters of Dihydrogen Bonds in Solution from
HNMR, 80
4.4 Concluding Remarks, 82
References, 83
5 Intramolecular Dihydrogen Bonds: Theory and Experiment 85
5.1 Weak Intramolecular Bonding: C-H- • H-C in Systems with
Slightly Polarized Bonds CH, 86
5.2 Intramolecular Dihydrogen Bonds in Solid Amino Acids: C-H
Bonds as Weak Proton Acceptors, 89
5.3 Intramolecular Dihydrogen Bonds: C-H- • H-B, 92
5.4 Intramolecular Bonds: N-H- • H-B and O-H- • H-B, 94
5.5 Intramolecular Dihydrogen Bonds in Metal Hydride
Complexes, 98
5.5.1 Intramolecular Dihydrogen Bonds in Metal Hydride
Clusters, 103
5.6 Connection Between Intramolecular Dihydrogen Bonding and
Dehydrogenation Reactions, 106
5.7 Concluding Remarks, 110
References, 110
CONTENTS ix
6 Intermolecular Dihydrogen-Bonded Complexes: From Groups
1A-4A to Xenon Dihydrogen-Bonded Complexes 112
6.1 Group 1A: Dihydrogen Bonds X-H- • H-Li and X-H- • H-Na-
(X = F, Cl, NH3, CN, NC, HO, HS, C1CC, FCC, HCC), 112
6.2 Group 2A: Dihydrogen Bonds X-H- • H-Mg and X-H- • H-Be-
(X = F, Cl, Br, NH3, NNN, CN, NC, C1CC, FCC, HCC, CH3CC,
F2Be, FKr, FAr), 119
6.3 Group 3A: Dihydrogen Bonds X-H- ¦ H-B, X-H- ¦ H-Al, and
X-H- • H-Ga [X = FCC, HCC, LiCC, CH3OH, P^OH, CF3OH,
CF3CH2OH, CFH2CH2OH, (CF3)2CHOH, (CF3)3COH, CN, CH3,
Indole, Imidazole, Pyrrole, FKr, FAr], 128
6.4 Hydrides of the Elements in Group 4A Acting as Proton Acceptors
and Proton Donors: Very Weak Dihydrogen Bonds, 137
6.4.1 Bonds C-H, Si-H, and Ge-H in Dihydrogen Bonding, 137
6.5 H-H Bonding, 143
6.6 Xenon Dihydrogen-Bonded Complexes, 144
6.7 Concluding Remarks, 147
References, 148
7 Intermolecular Dihydrogen Bonding in Transition Metal
Hydride Complexes 150
7.1 Theoretical View of Intermolecular Dihydrogen Bonding in
Transition Metal Hydride Complexes, 156
7.2 Energy and Structural Parameters of Intermolecular
Dihydrogen-Bonded Complexes in Solutions of Transition Metal
Hydrides, 159
7.3 Unusual M-H- • H-M Bonds, 163
7.4 Concluding Remarks, 165
References, 165
8 Correlation Relationships for Intermolecular
Dihydrogen Bonds 167
8.1 General Classification of Negatively Polarized Hydrogen Atoms as
Proton-Accepting Sites: Basicity Factors, 167
8.2 Correlation Relationships: Energy of Formation Versus H- • H
Distance Established for Intermolecular Dihydrogen Bonds, 171
8.3 Correlation Relationships Between Energetic, Structural, and
Electron Density Parameters of Intermolecular Dihydrogen-Bonded
Complexes, 175
8.4 Proton Affinity of Hydridic Hydrogens, 178
8.5 Concluding Remarks, 181
References, 181
x CONTENTS
9 Perspectives on Dihydrogen Bonding in Supramolecular Chemistry
and Crystal Engineering 183
9.1 Concluding Remarks, 191
References, 191
10 Dihydrogen Bonds as Intermediates in Intermolecular Proton
Transfer Reactions 192
10.1 Methods Employed in Kinetic Studies of Proton Transfer to
Hydridic Hydrogens, 193
10.1.1 Electrochemical Experiments, 193
10.1.2 Time-Dependent IR Spectra, 194
10.1.3 NMR Spectra, 194
10.1.4 Stopped-Flow Experiments, 196
10.1.5 Theoretical Approaches, 197
10.2 Proton Transfer to a Hydridic Hydrogen in the Solid State, 199
10.3 Proton Transfer to a Hydride Ligand in Solutions of Transition
Metal Hydride Complexes: Theory and Experiment, 202
10.3.1 Kinetic Experiments with Proton Transfer to a Hydride
Ligand in Solution, 204
10.3.2 Proton-Hydride Exchange as a Measure of Proton Transfer
to a Hydride Ligand in Solution, 211
10.3.3 Proton Transfer to a Hydride Ligand in Solution:
Experimental Observation of Intermediates, 214
10.4 Energy Profile of Proton Transfer to a Hydride Ligand
in Solution, 216
10.5 Energy, Intermediates, and Transition States in Intermolecular
Proton Transfer to Hydridic Hydrogens: Theoretical Studies, 219
10.5.1 Proton Transfer to Hydrides of the Group 3A Elements, 220
10.5.2 Theory of Proton Transfer to Transition Metal Hydrides, 223
10.6 Concluding Remarks, 227
References, 228
11 General Conclusions 230
11.1 How Short or Long Can Dihydrogen Bonds Be?, 230
11.2 Specific Influence of the Environment on Dihydrogen Bonding, 233
References, 235
Index 237
|
| adam_txt |
CONTENTS
Preface xi
1 Introduction: Weak Noncovalent Interactions 1
References, 4
2 Brief Summary of Hydrogen-Bonded Systems: Definitions and
General View 6
2.1 Conventional Hydrogen Bonds: Theoretical and Experimental
Criteria of Hydrogen Bond Formation, 6
2.1.1 Energy and Geometry of Conventional Hydrogen Bonds, 11
2.1.2 Cooperative and Anticooperative Energy Effects in Systems
with Classical Hydrogen Bonds, 14
2.1.3 Dynamics of Classical Hydrogen Bonds, 15
2.2 Nonconventional Hydrogen Bonds as a Part of Hydrogen-Bonded
Systems: Definition and Classification, 20
2.3 Difference Between Hydrogen and Chemical Bonds, 24
2.4 Concluding Remarks, 25
References, 26
3 Concept of Dihydrogen Bonding 28
3.1 General View: From an H2 Molecule to a Dihydrogen Bond via a
Dihydrogen Ligand, 29
3.2 The Nature of Dihydrogen Bonding: The Topology of Electron
Density and Contributions to Total Bonding Energy, 36
3.3. Scalar Spin-Spin Coupling Through Dihydrogen Bonds as Evidence
of Their Partly Covalent Character, 44
vii
vüi CONTENTS
3.4 Field Effects on Dihydrogen Bonding, 48
3.5 Pressure Effects on Dihydrogen Bonding, 51
3.6 Difference Between Hydrogen and Dihydrogen Bonds, 52
3.7 Concluding Remarks, 54
References, 54
4 How to Find a Dihydrogen Bond: Experimental Criteria of
Dihydrogen Bond Formation 56
4.1 Dihydrogen-Bonded Complexes in the Solid State: X-Ray and
Neutron Diffraction Evidence, 57
4.1.1 Topology of Electron Density in Dihydrogen-Bonded
Systems from Diffraction Data, 63
4.2 Gas-Phase Experiments with Dihydrogen-Bonded Complexes, 65
4.3 Experiments with Dihydrogen-Bonded Complexes in Solutions, 69
4.3.1 IR Spectral Criteria for the Formation of
Dihydrogen-Bonded Complexes in Solutions, 69
4.3.2 How to Determine the Stoichiometry of Dihydrogen-Bonded
Complexes in Solution by IR Spectroscopy, 73
4.3.3 Energy Parameters of Dihydrogen-Bonded Complexes from
IR Spectra in Solution, 73
4.3.4 'H Nuclear Magnetic Resonance Evidence for Dihydrogen
Bonding in Solution, 75
4.3.5 Energy Parameters of Dihydrogen Bonds in Solution from
'HNMR, 80
4.4 Concluding Remarks, 82
References, 83
5 Intramolecular Dihydrogen Bonds: Theory and Experiment 85
5.1 Weak Intramolecular Bonding: C-H- • H-C in Systems with
Slightly Polarized Bonds CH, 86
5.2 Intramolecular Dihydrogen Bonds in Solid Amino Acids: C-H
Bonds as Weak Proton Acceptors, 89
5.3 Intramolecular Dihydrogen Bonds: C-H- • H-B, 92
5.4 Intramolecular Bonds: N-H- • H-B and O-H- • H-B, 94
5.5 Intramolecular Dihydrogen Bonds in Metal Hydride
Complexes, 98
5.5.1 Intramolecular Dihydrogen Bonds in Metal Hydride
Clusters, 103
5.6 Connection Between Intramolecular Dihydrogen Bonding and
Dehydrogenation Reactions, 106
5.7 Concluding Remarks, 110
References, 110
CONTENTS ix
6 Intermolecular Dihydrogen-Bonded Complexes: From Groups
1A-4A to Xenon Dihydrogen-Bonded Complexes 112
6.1 Group 1A: Dihydrogen Bonds X-H- • H-Li and X-H- • H-Na-
(X = F, Cl, NH3, CN, NC, HO, HS, C1CC, FCC, HCC), 112
6.2 Group 2A: Dihydrogen Bonds X-H- • H-Mg and X-H- • H-Be-
(X = F, Cl, Br, NH3, NNN, CN, NC, C1CC, FCC, HCC, CH3CC,
F2Be, FKr, FAr), 119
6.3 Group 3A: Dihydrogen Bonds X-H- ¦ H-B, X-H- ¦ H-Al, and
X-H- • H-Ga [X = FCC, HCC, LiCC, CH3OH, P^OH, CF3OH,
CF3CH2OH, CFH2CH2OH, (CF3)2CHOH, (CF3)3COH, CN, CH3,
Indole, Imidazole, Pyrrole, FKr, FAr], 128
6.4 Hydrides of the Elements in Group 4A Acting as Proton Acceptors
and Proton Donors: Very Weak Dihydrogen Bonds, 137
6.4.1 Bonds C-H, Si-H, and Ge-H in Dihydrogen Bonding, 137
6.5 H-H Bonding, 143
6.6 Xenon Dihydrogen-Bonded Complexes, 144
6.7 Concluding Remarks, 147
References, 148
7 Intermolecular Dihydrogen Bonding in Transition Metal
Hydride Complexes 150
7.1 Theoretical View of Intermolecular Dihydrogen Bonding in
Transition Metal Hydride Complexes, 156
7.2 Energy and Structural Parameters of Intermolecular
Dihydrogen-Bonded Complexes in Solutions of Transition Metal
Hydrides, 159
7.3 Unusual M-H- • H-M Bonds, 163
7.4 Concluding Remarks, 165
References, 165
8 Correlation Relationships for Intermolecular
Dihydrogen Bonds 167
8.1 General Classification of Negatively Polarized Hydrogen Atoms as
Proton-Accepting Sites: Basicity Factors, 167
8.2 Correlation Relationships: Energy of Formation Versus H- • H
Distance Established for Intermolecular Dihydrogen Bonds, 171
8.3 Correlation Relationships Between Energetic, Structural, and
Electron Density Parameters of Intermolecular Dihydrogen-Bonded
Complexes, 175
8.4 Proton Affinity of Hydridic Hydrogens, 178
8.5 Concluding Remarks, 181
References, 181
x CONTENTS
9 Perspectives on Dihydrogen Bonding in Supramolecular Chemistry
and Crystal Engineering 183
9.1 Concluding Remarks, 191
References, 191
10 Dihydrogen Bonds as Intermediates in Intermolecular Proton
Transfer Reactions 192
10.1 Methods Employed in Kinetic Studies of Proton Transfer to
Hydridic Hydrogens, 193
10.1.1 Electrochemical Experiments, 193
10.1.2 Time-Dependent IR Spectra, 194
10.1.3 NMR Spectra, 194
10.1.4 Stopped-Flow Experiments, 196
10.1.5 Theoretical Approaches, 197
10.2 Proton Transfer to a Hydridic Hydrogen in the Solid State, 199
10.3 Proton Transfer to a Hydride Ligand in Solutions of Transition
Metal Hydride Complexes: Theory and Experiment, 202
10.3.1 Kinetic Experiments with Proton Transfer to a Hydride
Ligand in Solution, 204
10.3.2 Proton-Hydride Exchange as a Measure of Proton Transfer
to a Hydride Ligand in Solution, 211
10.3.3 Proton Transfer to a Hydride Ligand in Solution:
Experimental Observation of Intermediates, 214
10.4 Energy Profile of Proton Transfer to a Hydride Ligand
in Solution, 216
10.5 Energy, Intermediates, and Transition States in Intermolecular
Proton Transfer to Hydridic Hydrogens: Theoretical Studies, 219
10.5.1 Proton Transfer to Hydrides of the Group 3A Elements, 220
10.5.2 Theory of Proton Transfer to Transition Metal Hydrides, 223
10.6 Concluding Remarks, 227
References, 228
11 General Conclusions 230
11.1 How Short or Long Can Dihydrogen Bonds Be?, 230
11.2 Specific Influence of the Environment on Dihydrogen Bonding, 233
References, 235
Index 237 |
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| illustrated | Illustrated |
| index_date | 2024-07-02T20:01:07Z |
| indexdate | 2024-07-09T21:12:26Z |
| institution | BVB |
| isbn | 9780470180969 |
| language | English |
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| spelling | Bakhmutov, Vladimir I. Verfasser aut Dihydrogen bonds principles, experiments, and applications Vladimir I. Bakhmutov Hoboken, N.J. John Wiley 2008 XIII, 241 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Includes index. Dihydrogen bonding HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=016366389&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Bakhmutov, Vladimir I. Dihydrogen bonds principles, experiments, and applications Dihydrogen bonding |
| title | Dihydrogen bonds principles, experiments, and applications |
| title_auth | Dihydrogen bonds principles, experiments, and applications |
| title_exact_search | Dihydrogen bonds principles, experiments, and applications |
| title_exact_search_txtP | Dihydrogen bonds principles, experiments, and applications |
| title_full | Dihydrogen bonds principles, experiments, and applications Vladimir I. Bakhmutov |
| title_fullStr | Dihydrogen bonds principles, experiments, and applications Vladimir I. Bakhmutov |
| title_full_unstemmed | Dihydrogen bonds principles, experiments, and applications Vladimir I. Bakhmutov |
| title_short | Dihydrogen bonds |
| title_sort | dihydrogen bonds principles experiments and applications |
| title_sub | principles, experiments, and applications |
| topic | Dihydrogen bonding |
| topic_facet | Dihydrogen bonding |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=016366389&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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