Halogen bonding in solution:
Gespeichert in:
| Weitere Verfasser: | |
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| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
Weinheim
Wiley-VCH
[2021]
|
| Schlagworte: | |
| Online-Zugang: | http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34731-5/ Inhaltsverzeichnis |
| Beschreibung: | xiii, 398 Seiten Illustrationen, Diagramme (teilweise farbig) 24.4 cm x 17 cm |
| ISBN: | 9783527347315 3527347313 |
Internformat
MARC
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| 016 | 7 | |a 1211904199 |2 DE-101 | |
| 020 | |a 9783527347315 |c : circa EUR 139.00 (DE) (freier Preis) |9 978-3-527-34731-5 | ||
| 020 | |a 3527347313 |9 3-527-34731-3 | ||
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| 084 | |a VH 8009.0 |0 (DE-625)147282: |2 rvk | ||
| 084 | |a 540 |2 sdnb | ||
| 245 | 1 | 0 | |a Halogen bonding in solution |c edited by Stefan Huber |
| 264 | 1 | |a Weinheim |b Wiley-VCH |c [2021] | |
| 264 | 4 | |c © 2021 | |
| 300 | |a xiii, 398 Seiten |b Illustrationen, Diagramme (teilweise farbig) |c 24.4 cm x 17 cm | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 650 | 0 | 7 | |a Lösung |g Chemie |0 (DE-588)4036159-7 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Chemische Bindung |0 (DE-588)4009843-6 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Halogenatom |0 (DE-588)4458471-4 |2 gnd |9 rswk-swf |
| 653 | |a Biochemie u. Chemische Biologie | ||
| 653 | |a Biochemistry (Chemical Biology) | ||
| 653 | |a Catalysis | ||
| 653 | |a Chemie | ||
| 653 | |a Chemistry | ||
| 653 | |a Katalyse | ||
| 653 | |a Physical Chemistry | ||
| 653 | |a Physikalische Chemie | ||
| 653 | |a Supramolecular Chemistry | ||
| 653 | |a Supramolekulare Chemie | ||
| 653 | |a CH40: Katalyse | ||
| 653 | |a CH85: Supramolekulare Chemie | ||
| 653 | |a CH90: Physikalische Chemie | ||
| 653 | |a CHB0: Biochemie u. Chemische Biologie | ||
| 655 | 7 | |0 (DE-588)4143413-4 |a Aufsatzsammlung |2 gnd-content | |
| 689 | 0 | 0 | |a Halogenatom |0 (DE-588)4458471-4 |D s |
| 689 | 0 | 1 | |a Lösung |g Chemie |0 (DE-588)4036159-7 |D s |
| 689 | 0 | 2 | |a Chemische Bindung |0 (DE-588)4009843-6 |D s |
| 689 | 0 | |5 DE-604 | |
| 700 | 1 | |a Huber, Stefan |0 (DE-588)1233694472 |4 edt | |
| 710 | 2 | |a Wiley-VCH |0 (DE-588)16179388-5 |4 pbl | |
| 776 | 0 | 8 | |i Erscheint auch als |n Online-Ausgabe, PDF |z 978-3-527-82572-1 |
| 776 | 0 | 8 | |i Erscheint auch als |n Online-Ausgabe, EPUB |z 978-3-527-82574-5 |
| 776 | 0 | 8 | |i Erscheint auch als |n Online-Ausgabe, oBook |z 978-3-527-82573-8 |
| 856 | 4 | 2 | |m X:MVB |u http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34731-5/ |
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| 999 | |a oai:aleph.bib-bvb.de:BVB01-032290664 | ||
Datensatz im Suchindex
| _version_ | 1804181737528360960 |
|---|---|
| adam_text | V
CONTENTS
PREFACE
XL
1
HALOGEN
BONDING:
AN
INTRODUCTION
1
DANIEL
A.
DECATO,
ERIC
A.
JOHN
AND
ORION
B.
BERRYMAN
1.1
INTRODUCTION
1
1.1.1
THE
HALOGEN
BOND:
DEFINITION,
CHARACTERISTICS,
REPRESENTATIONS,
AND
PARALLELS
TO
THE
HYDROGEN
BOND
2
1.1.2
PARALLELS
TO
THE
HYDROGEN
BOND
3
1.1.3
NOTATION
AND
TERMINOLOGY
4
1.1.4
SOLID-STATE
HALOGEN
BOND
CONTACTS
4
1.1.5
HALOGEN
BOND
FEATURES
5
1.1.6
ADDITIONAL
NOMENCLATURE
6
1.2
HISTORICAL
PERSPECTIVE
6
1.2.1
REDISCOVERY
10
1.3
CRYSTALLOGRAPHIC
STUDIES
11
1.3.1
CSD
EVALUATIONS
12
1.3.2
FUNDAMENTAL
STUDIES
AND
HALOGEN
BOND-HYDROGEN
BOND
INTERPLAY
13
1.3.3
METAL
COMPLEXES
AND
CHARGE-ASSISTED
HALOGEN
BONDING
SYSTEMS
17
1.3.4
ALTERNATIVE
MOTIFS
AND
SOLID-STATE
REACTIVITY
19
1.3.5
CRYSTALLOGRAPHIC
STUDIES
CONCLUSION
20
1.4
COMPUTATIONAL
STUDIES
21
1.4.1
INTRODUCTION
21
1.4.2
ELECTROSTATICS
OF
THE
HALOGEN
BOND
AND
THE
O-HOLE
21
1.4.3
LIMITATIONS
ON
ELECTROSTATIC
POTENTIAL
24
1.4.4
ATOMIC
ORBITAL
THEORY
AND
THE
O-HOLE
24
1.4.5
CHARGE
TRANSFER
24
1.4.6
DISPERSION
AND
POLARIZATION
COMPONENT
25
1.4.7
DECOMPOSITION
26
1.4.8
BIOLOGICAL
COMPUTATION
OF
HALOGEN
BONDING
26
1.4.9
COMPUTATIONAL
CONCLUSION
27
1.5
MATERIALS
28
1.5.1
INTRODUCTION
28
1.5.2
LIQUID
CRYSTALS
28
VI
CONTENTS
ACKNOWLEDGMENTS
34
REFERENCES
34
1.5.3
SUPRAMOLECULAR
POLYMERS
29
1.5.3.1
LC
POLYMERS
29
1.5.3.2
LIGHT-SENSITIVE
POLYMERS
30
1.5.3.3
BLOCK
POLYMERS
30
1.5.3.4
SELF-HEALING
POLYMERS
31
1.5.4
SUPRAMOLECULAR
GELS
31
1.5.5
MATERIALS
CONCLUSION
33
1.6
CONCLUSION
33
2
THERMODYNAMICS
OF
HALOGEN
BONDING
IN
SOLUTION
43
MARK
S.
TAYLOR
2.1
INTRODUCTION
43
2.2
MOLECULAR
HALOGENS
AND
INTERHALOGENS
44
2.2.1
UNCHARGED
LEWIS
BASES
44
2.3
A-HALO
AND
N-HALONIUM
COMPOUNDS
46
2.4
HALOALKYNES
47
2.4.1
UNCHARGED
LEWIS
BASES
47
2.5
HALOARENES
51
2.5.1
UNCHARGED
LEWIS
BASES
51
2.5.2
ANIONIC
LEWIS
BASES
58
2.6
HALOGENATED
HETEROCYCLES
61
2.6.1
UNCHARGED
LEWIS
BASES
62
2.6.2
ANIONIC
LEWIS
BASES
64
2.7
HALOALKANES
AND
HALOALKENES
67
2.7.1
UNCHARGED
LEWIS
BASES
67
2.7.2
ANIONIC
LEWIS
BASES
71
2.8
SUMMARY
AND
OUTLOOK
72
REFERENCES
73
3
RECOGNITION
WITH
MACROCYCLES
AND
INTERLOCKED
SYSTEMS
83
ANDREW
DOCKER
AND
PAUL
D.
BEER
3.1
INTRODUCTION
83
3.2
RECOGNITION
BY
XB
MACROCYCLIC
HOSTS
86
3.3
XB
INTERLOCKED
HOSTS
FOR
RECOGNITION
AND
SENSING
87
3.3.1
XB-ANION
TEMPLATION
OF
INTERLOCKED
MOLECULES
90
3.3.2
[2]ROTAXANE
HOSTS
FOR
ANION
RECOGNITION
92
3.3.3
[2]CATENANES
FOR
ANION
RECOGNITION
97
3.3.4
XB
INTERLOCKED
HOSTS
CONSTRUCTED
VIA
ACTIVE
METAL
TEMPLATE
METHODOLOGY
100
3.3.5
INTERLOCKED
HOST
MOLECULES
FOR
SENSING
APPLICATIONS
107
3.4
FOLDAMER
ARCHITECTURES
FOR
RECOGNITION
113
3.5
SUMMARY
AND
CONCLUSIONS
117
REFERENCES
118
CONTENTS
I
VII
4
THE
THREE-CENTER
HALOGEN
BOND
121
LOTTO
TURUNEN
AND
MATE
ERDELYI
4.1
INTRODUCTION
121
4.2
THREE-CENTER
HALOGEN
BOND
122
4.2.1
FEATURES
OF
THE
THREE-CENTER
HALOGEN
BOND
123
4.2.1.1
SYMMETRY
AND
DYNAMICS
OF
THE
THREE-CENTER
HALOGEN
BONDS
123
4.2.1.2
THE
INFLUENCE
OF
THE
IDENTITY
OF
HALONIUM
IONS
126
4.2.1.3
THE
INFLUENCE
OF
LEWIS
BASICITY
128
4.2.1.4
THE
INFLUENCE
OF
SOLVENT
AND
COUNTERIONS
131
4.2.2
THE
THREE-CENTER
HALOGEN
BOND
OF
N-HALOSUCCINIMIDES
AND
N-HALOSACCHARINS
132
4.2.3
TRIHALIDE
IONS
134
4.2.4
STABILITY
OF
THE
THREE-CENTER
HALOGEN
BOND
135
4.3
SYNTHETIC
APPLICATIONS
137
4.3.1
HALONIUM
TRANSFER
REACTIONS
137
4.3.2
OXIDATION
REACTIONS
140
4.3.3
ENANTIOSELECTIVE
HALOGENATIONS
141
4.4
THREE-
CENTER
HALOGEN
BONDS
IN
SUPRAMOLECULAR
CHEMISTRY
143
4.5
SUMMARY
AND
CONCLUSIONS
147
REFERENCES
148
5
SPECTROSCOPY
OF
HALOGEN
BONDING
IN
SOLUTION
153
SCOTT
WILCOX,
WOUTER
HERREBOUT
AND
MATE
ERDELYI
5.1
INTRODUCTION
153
5.2
VIBRATIONAL
SPECTROSCOPY
154
5.3
UV-VIS
SPECTROSCOPY
158
5.4
NMR
SPECTROSCOPY
160
5.4.1
SOLVENT
EFFECTS
161
5.4.2
ENTROPIC
EFFECTS
ON
HALOGEN
BONDING
165
5.4.3
NMR
TITRATION
STUDIES
168
5.4.3.1
DIRECT
DETECTION
TECHNIQUES
169
5.4.3.2
INDIRECT
DETECTION
TECHNIQUES
176
5.4.4
NUCLEAR
OVERHAUSER
EFFECT
(NOE)
NMR
SPECTROSCOPY
178
5.4.4.1
HOMONUCLEAR
NOE
SPECTROSCOPY
178
5.4.4.2
HETERONUCLEAR
NOE
SPECTROSCOPY
181
5.4.5
DIFFUSION
NMR
182
5.4.6
THE
ISOTOPIC
PERTURBATION
OF
EQUILIBRIUM
METHOD
184
5.5
ESR
SPECTROSCOPY
185
5.6
SUMMARY
AND
CONCLUSIONS
187
ACKNOWLEDGMENTS
189
REFERENCES
189
6
ANION
TRANSPORT
IN
LIPID
BILAYER
MEMBRANES
USING
HALOGEN
BONDS
195
ANDREAS
VARGAS
JENTZSCH
AND
STEFAN
MATILE
6.1
INTRODUCTION
195
VIII
CONTENTS
6.1.1
6.1.2
6.2
6.2.1
6.2.1.1
6.2.1.2
6.2.2
6.2.2.1
6.2.2.2
6.2.2.3
6.2.2.4
6.2.2.5
6.3
6.3.1
6.3.2
6.3.3
HALOGEN
BONDING
IN
THE
CONTEXT
OF
ION
TRANSPORT
196
ORGANIZATION
OF
THIS
CHAPTER
198
MACROCYCLIC
SYSTEMS
198
CALIX[4]ARENES
198
SYNTHESIS
199
ION
TRANSPORT
199
OXACALIX[2]ARENE[2]TRIAZINE
203
SYNTHESIS
203
ANION
BINDING
STUDIES
203
CRYSTALLOGRAPHIC
STUDIES
203
ION
TRANSPORT
204
ANTICANCER
ACTIVITY
205
SMALL
MOLECULES
209
LODOPERFLUOROARENES
209
LODOPERFLUOROALKANES
210
CONDUCTANCE
EXPERIMENTS
IN
PLANAR
LIPID
BILAYERS
WITH
SMALL
MOLECULES
215
6.3.4
6.3.4.1
6.3.4.2
6.3.4.3
6.3.4.4
6.4
6.4.1
6.4.1.1
6.4.1.2
6.4.2
6.4.2.1
6.4.2.2
6.4.2.3
6.4.2.4
6.4.2.5
6.5
6.6
ELUCIDATING
THE
MECHANISM
OF
TRANSPORT
WITH
SMALL
MOLECULES
216
MEMBRANE
COMPOSITION
IN
THE
HPTS
ASSAY
216
HILL
COEFFICIENTS
217
MOLECULAR
MODELING:
DFT
CALCULATIONS
217
CRYSTAL
STRUCTURES
218
HALOGEN
BONDING
ION
CHANNELS
218
HALOGEN
BONDING
CASCADES
219
SYNTHESIS
219
ION
TRANSPORT
219
HALOGEN
BONDING
SELF-ASSEMBLED
PORES
AND
CHANNELS
222
SYNTHESIS
222
ION
TRANSPORT
223
CONDUCTANCE
EXPERIMENTS
IN
PLANAR
LIPID
BILAYERS
225
MOLECULAR
DYNAMICS
SIMULATIONS
225
ANTICANCER
ACTIVITY
225
DISCUSSION
AND
PERSPECTIVES
225
SUMMARY
227
ACKNOWLEDGMENTS
229
REFERENCES
229
7
CATALYSIS
BY
MOLECULAR
IODINE
233
JONAS
J.
KOENIG
AND
MARTIN
BREUGST
7.1
7.2
7.2.1
7.2.2
7.2.3
7.3
INTRODUCTION
233
PROPOSED
ACTIVATION
MECHANISMS
234
HALOGEN-BOND
CATALYSIS
235
LODONIUM-ION
CATALYSIS
236
BRONSTED-ACID
CATALYSIS
238
APPLICATIONS
IN
CATALYSIS
239
CONTENTS
IX
7.3.1
SCOPE
AND
AIM
239
7.3.2
MICHAEL
ADDITIONS
239
7.3.3
KNOEVENAGEL
CONDENSATIONS
242
7.3.4
CYCLOADDITIONS
AND
RELATED
REACTIONS
243
7.3.5
NAZAROV-TYPE
REACTIONS
247
7.3.6
ESTERIFICATIONS
AND
TRANSESTERIFICATIONS
249
7.3.7
ACETALIZATIONS
AND
RELATED
REACTIONS
252
7.3.8
ETHERIFICATION
254
7.3.9
FRIEDEL-CRAFTS
ALKYLATIONS
AND
ARYLATIONS
255
7.3.10
ISOMERIZATION
OF
DOUBLE
BONDS
257
7.3.11
POLYMERIZATION
259
7.3.12
CASCADE
REACTIONS
259
7.4
SUMMARY
AND
CONCLUSIONS
263
REFERENCES
263
8
HALOGEN
BONDING
IN
ORGANOCATALYSIS
269
REVANNATH
L.
SUTAR
8.1
INTRODUCTION
269
8.2
ORGANIC
REACTIONS
INVOLVING
XB
AS
PRIMARY
INTERACTION
270
8.2.1
ACTIVATION
OF
HALOCARBONS
272
8.2.2
ACTIVATION
OF
ORGANIC
FUNCTIONAL
GROUPS
279
8.2.3
XB
ORGANOCATALYSIS
THROUGH
K
-
ACTIVATION
289
8.2.4
ASYMMETRIC
CATALYSIS
THROUGH
HALOGEN
BONDING
292
8.3
REACTIONS
INVOLVING
XB
AS
SECONDARY
INTERACTION
297
8.4
CONCLUSION
301
REFERENCES
301
9
HALOGEN
BONDING
IN
ELECTROCHEMISTRY
307
CLAIRE
FAVE
AND
BERND
SCHOLLHORN
9.1
INTRODUCTION
307
9.2
METHODS
309
9.3
ELECTROCHEMISTRY
FOR
CRYSTAL
ENGINEERING:
MIXED
VALENCE
CRYSTAL
STRUCTURES
311
9.4
REDOX
SWITCHING
IN
HOMOGENEOUS
SOLUTION
312
9.4.1
CONCEPT
312
9.4.2
REDOX-ACTIVE
XB
ACCEPTORS
313
9.4.2.1
QUINONES
313
9.4.3
REDOX-ACTIVE
XB
DONORS
315
9.4.3.1
FERROCENES
315
9.4.3.2
TETRATHIAFULVALENES
318
9.4.3.3
VIOLOGENS
323
9.5
INTERFACIAL
HALOGEN
BONDING
324
9.5.1
ANION
DETECTION
ON
SELF-ASSEMBLED
MONOLAYERS
324
9.5.2
PHOTOVOLTAIC
SYSTEMS
327
9.6
ACTIVATION
OF
COVALENT
BONDS
328
X
CONTENTS
INDEX
383
9.6.1
9.7
XB-MEDIATED
REDOX
REACTIONS:
A
PERSPECTIVE
328
CONCLUSIONS
329
REFERENCES
330
10
HALOGEN
BONDS
IN
BIOMOLECULAR
ENGINEERING
335
PUI
S.
HO
AND
DEREK
M,
ANDERSON
10.1
10.2
10.2.1
10.2.2
10.2.3
10.3
10.3.1
10.3.2
10.4
10.4.1
10.4.2
10.4.3
10.4.4
10.4.5
INTRODUCTION
TO
BIOMOLECULAR
ENGINEERING
AND
HALOGEN
BONDS
335
HALOGEN
BONDS
IN
NUCLEIC
ACIDS
340
CONTROLLING
DNA
ASSEMBLY
AND
STRUCTURE
342
CONTROLLING
CONFORMATION
344
STRUCTURE-ENERGY
RELATIONSHIPS
344
HALOGEN
BONDS
IN
PEPTIDES
AND
PROTEINS
346
HALOGEN
BONDS
IN
AMINO
ACIDS
AND
PEPTIDES
347
HALOGEN
BONDS
ENGINEERED
INTO
PROTEINS
350
CONCLUSIONS
AND
PERSPECTIVES
353
EXPANDING
THE
GENETIC
ALPHABET
353
MULTIMERIC
ASSEMBLIES
353
NEW
CATALYSTS
355
NEED
FOR
COMPUTATIONAL
TOOLS
355
CONCLUSION
356
ACKNOWLEDGMENTS
356
REFERENCES
356
11
THE
CHALCOGEN
BOND
IN
SOLUTION:
SYNTHESIS,
CATALYSIS
AND
MOLECULAR
RECOGNITION
363
KAMRAN
T.
MAHMUDOV,
VUSALA
A.
ALIYEVA,
M.
FATIMA
C.
GUEDES
DA
SILVA
AND
ARMANDO
J.
L.
POMBEIRO
11.1
11.2
11.3
11.4
11.5
INTRODUCTION
363
CHALCOGEN
BONDING
IN
SYNTHESIS
367
CHALCOGEN
BONDING
IN
CATALYSIS
371
CHALCOGEN
BONDING
IN
MOLECULAR
RECOGNITION
375
CONCLUSIONS
378
ACKNOWLEDGMENTS
379
REFERENCES
380
|
| adam_txt |
V
CONTENTS
PREFACE
XL
1
HALOGEN
BONDING:
AN
INTRODUCTION
1
DANIEL
A.
DECATO,
ERIC
A.
JOHN
AND
ORION
B.
BERRYMAN
1.1
INTRODUCTION
1
1.1.1
THE
HALOGEN
BOND:
DEFINITION,
CHARACTERISTICS,
REPRESENTATIONS,
AND
PARALLELS
TO
THE
HYDROGEN
BOND
2
1.1.2
PARALLELS
TO
THE
HYDROGEN
BOND
3
1.1.3
NOTATION
AND
TERMINOLOGY
4
1.1.4
SOLID-STATE
HALOGEN
BOND
CONTACTS
4
1.1.5
HALOGEN
BOND
FEATURES
5
1.1.6
ADDITIONAL
NOMENCLATURE
6
1.2
HISTORICAL
PERSPECTIVE
6
1.2.1
REDISCOVERY
10
1.3
CRYSTALLOGRAPHIC
STUDIES
11
1.3.1
CSD
EVALUATIONS
12
1.3.2
FUNDAMENTAL
STUDIES
AND
HALOGEN
BOND-HYDROGEN
BOND
INTERPLAY
13
1.3.3
METAL
COMPLEXES
AND
CHARGE-ASSISTED
HALOGEN
BONDING
SYSTEMS
17
1.3.4
ALTERNATIVE
MOTIFS
AND
SOLID-STATE
REACTIVITY
19
1.3.5
CRYSTALLOGRAPHIC
STUDIES
CONCLUSION
20
1.4
COMPUTATIONAL
STUDIES
21
1.4.1
INTRODUCTION
21
1.4.2
ELECTROSTATICS
OF
THE
HALOGEN
BOND
AND
THE
O-HOLE
21
1.4.3
LIMITATIONS
ON
ELECTROSTATIC
POTENTIAL
24
1.4.4
ATOMIC
ORBITAL
THEORY
AND
THE
O-HOLE
24
1.4.5
CHARGE
TRANSFER
24
1.4.6
DISPERSION
AND
POLARIZATION
COMPONENT
25
1.4.7
DECOMPOSITION
26
1.4.8
BIOLOGICAL
COMPUTATION
OF
HALOGEN
BONDING
26
1.4.9
COMPUTATIONAL
CONCLUSION
27
1.5
MATERIALS
28
1.5.1
INTRODUCTION
28
1.5.2
LIQUID
CRYSTALS
28
VI
CONTENTS
ACKNOWLEDGMENTS
34
REFERENCES
34
1.5.3
SUPRAMOLECULAR
POLYMERS
29
1.5.3.1
LC
POLYMERS
29
1.5.3.2
LIGHT-SENSITIVE
POLYMERS
30
1.5.3.3
BLOCK
POLYMERS
30
1.5.3.4
SELF-HEALING
POLYMERS
31
1.5.4
SUPRAMOLECULAR
GELS
31
1.5.5
MATERIALS
CONCLUSION
33
1.6
CONCLUSION
33
2
THERMODYNAMICS
OF
HALOGEN
BONDING
IN
SOLUTION
43
MARK
S.
TAYLOR
2.1
INTRODUCTION
43
2.2
MOLECULAR
HALOGENS
AND
INTERHALOGENS
44
2.2.1
UNCHARGED
LEWIS
BASES
44
2.3
A-HALO
AND
N-HALONIUM
COMPOUNDS
46
2.4
HALOALKYNES
47
2.4.1
UNCHARGED
LEWIS
BASES
47
2.5
HALOARENES
51
2.5.1
UNCHARGED
LEWIS
BASES
51
2.5.2
ANIONIC
LEWIS
BASES
58
2.6
HALOGENATED
HETEROCYCLES
61
2.6.1
UNCHARGED
LEWIS
BASES
62
2.6.2
ANIONIC
LEWIS
BASES
64
2.7
HALOALKANES
AND
HALOALKENES
67
2.7.1
UNCHARGED
LEWIS
BASES
67
2.7.2
ANIONIC
LEWIS
BASES
71
2.8
SUMMARY
AND
OUTLOOK
72
REFERENCES
73
3
RECOGNITION
WITH
MACROCYCLES
AND
INTERLOCKED
SYSTEMS
83
ANDREW
DOCKER
AND
PAUL
D.
BEER
3.1
INTRODUCTION
83
3.2
RECOGNITION
BY
XB
MACROCYCLIC
HOSTS
86
3.3
XB
INTERLOCKED
HOSTS
FOR
RECOGNITION
AND
SENSING
87
3.3.1
XB-ANION
TEMPLATION
OF
INTERLOCKED
MOLECULES
90
3.3.2
[2]ROTAXANE
HOSTS
FOR
ANION
RECOGNITION
92
3.3.3
[2]CATENANES
FOR
ANION
RECOGNITION
97
3.3.4
XB
INTERLOCKED
HOSTS
CONSTRUCTED
VIA
ACTIVE
METAL
TEMPLATE
METHODOLOGY
100
3.3.5
INTERLOCKED
HOST
MOLECULES
FOR
SENSING
APPLICATIONS
107
3.4
FOLDAMER
ARCHITECTURES
FOR
RECOGNITION
113
3.5
SUMMARY
AND
CONCLUSIONS
117
REFERENCES
118
CONTENTS
I
VII
4
THE
THREE-CENTER
HALOGEN
BOND
121
LOTTO
TURUNEN
AND
MATE
ERDELYI
4.1
INTRODUCTION
121
4.2
THREE-CENTER
HALOGEN
BOND
122
4.2.1
FEATURES
OF
THE
THREE-CENTER
HALOGEN
BOND
123
4.2.1.1
SYMMETRY
AND
DYNAMICS
OF
THE
THREE-CENTER
HALOGEN
BONDS
123
4.2.1.2
THE
INFLUENCE
OF
THE
IDENTITY
OF
HALONIUM
IONS
126
4.2.1.3
THE
INFLUENCE
OF
LEWIS
BASICITY
128
4.2.1.4
THE
INFLUENCE
OF
SOLVENT
AND
COUNTERIONS
131
4.2.2
THE
THREE-CENTER
HALOGEN
BOND
OF
N-HALOSUCCINIMIDES
AND
N-HALOSACCHARINS
132
4.2.3
TRIHALIDE
IONS
134
4.2.4
STABILITY
OF
THE
THREE-CENTER
HALOGEN
BOND
135
4.3
SYNTHETIC
APPLICATIONS
137
4.3.1
HALONIUM
TRANSFER
REACTIONS
137
4.3.2
OXIDATION
REACTIONS
140
4.3.3
ENANTIOSELECTIVE
HALOGENATIONS
141
4.4
THREE-
CENTER
HALOGEN
BONDS
IN
SUPRAMOLECULAR
CHEMISTRY
143
4.5
SUMMARY
AND
CONCLUSIONS
147
REFERENCES
148
5
SPECTROSCOPY
OF
HALOGEN
BONDING
IN
SOLUTION
153
SCOTT
WILCOX,
WOUTER
HERREBOUT
AND
MATE
ERDELYI
5.1
INTRODUCTION
153
5.2
VIBRATIONAL
SPECTROSCOPY
154
5.3
UV-VIS
SPECTROSCOPY
158
5.4
NMR
SPECTROSCOPY
160
5.4.1
SOLVENT
EFFECTS
161
5.4.2
ENTROPIC
EFFECTS
ON
HALOGEN
BONDING
165
5.4.3
NMR
TITRATION
STUDIES
168
5.4.3.1
DIRECT
DETECTION
TECHNIQUES
169
5.4.3.2
INDIRECT
DETECTION
TECHNIQUES
176
5.4.4
NUCLEAR
OVERHAUSER
EFFECT
(NOE)
NMR
SPECTROSCOPY
178
5.4.4.1
HOMONUCLEAR
NOE
SPECTROSCOPY
178
5.4.4.2
HETERONUCLEAR
NOE
SPECTROSCOPY
181
5.4.5
DIFFUSION
NMR
182
5.4.6
THE
ISOTOPIC
PERTURBATION
OF
EQUILIBRIUM
METHOD
184
5.5
ESR
SPECTROSCOPY
185
5.6
SUMMARY
AND
CONCLUSIONS
187
ACKNOWLEDGMENTS
189
REFERENCES
189
6
ANION
TRANSPORT
IN
LIPID
BILAYER
MEMBRANES
USING
HALOGEN
BONDS
195
ANDREAS
VARGAS
JENTZSCH
AND
STEFAN
MATILE
6.1
INTRODUCTION
195
VIII
CONTENTS
6.1.1
6.1.2
6.2
6.2.1
6.2.1.1
6.2.1.2
6.2.2
6.2.2.1
6.2.2.2
6.2.2.3
6.2.2.4
6.2.2.5
6.3
6.3.1
6.3.2
6.3.3
HALOGEN
BONDING
IN
THE
CONTEXT
OF
ION
TRANSPORT
196
ORGANIZATION
OF
THIS
CHAPTER
198
MACROCYCLIC
SYSTEMS
198
CALIX[4]ARENES
198
SYNTHESIS
199
ION
TRANSPORT
199
OXACALIX[2]ARENE[2]TRIAZINE
203
SYNTHESIS
203
ANION
BINDING
STUDIES
203
CRYSTALLOGRAPHIC
STUDIES
203
ION
TRANSPORT
204
ANTICANCER
ACTIVITY
205
SMALL
MOLECULES
209
LODOPERFLUOROARENES
209
LODOPERFLUOROALKANES
210
CONDUCTANCE
EXPERIMENTS
IN
PLANAR
LIPID
BILAYERS
WITH
SMALL
MOLECULES
215
6.3.4
6.3.4.1
6.3.4.2
6.3.4.3
6.3.4.4
6.4
6.4.1
6.4.1.1
6.4.1.2
6.4.2
6.4.2.1
6.4.2.2
6.4.2.3
6.4.2.4
6.4.2.5
6.5
6.6
ELUCIDATING
THE
MECHANISM
OF
TRANSPORT
WITH
SMALL
MOLECULES
216
MEMBRANE
COMPOSITION
IN
THE
HPTS
ASSAY
216
HILL
COEFFICIENTS
217
MOLECULAR
MODELING:
DFT
CALCULATIONS
217
CRYSTAL
STRUCTURES
218
HALOGEN
BONDING
ION
CHANNELS
218
HALOGEN
BONDING
CASCADES
219
SYNTHESIS
219
ION
TRANSPORT
219
HALOGEN
BONDING
SELF-ASSEMBLED
PORES
AND
CHANNELS
222
SYNTHESIS
222
ION
TRANSPORT
223
CONDUCTANCE
EXPERIMENTS
IN
PLANAR
LIPID
BILAYERS
225
MOLECULAR
DYNAMICS
SIMULATIONS
225
ANTICANCER
ACTIVITY
225
DISCUSSION
AND
PERSPECTIVES
225
SUMMARY
227
ACKNOWLEDGMENTS
229
REFERENCES
229
7
CATALYSIS
BY
MOLECULAR
IODINE
233
JONAS
J.
KOENIG
AND
MARTIN
BREUGST
7.1
7.2
7.2.1
7.2.2
7.2.3
7.3
INTRODUCTION
233
PROPOSED
ACTIVATION
MECHANISMS
234
HALOGEN-BOND
CATALYSIS
235
LODONIUM-ION
CATALYSIS
236
BRONSTED-ACID
CATALYSIS
238
APPLICATIONS
IN
CATALYSIS
239
CONTENTS
IX
7.3.1
SCOPE
AND
AIM
239
7.3.2
MICHAEL
ADDITIONS
239
7.3.3
KNOEVENAGEL
CONDENSATIONS
242
7.3.4
CYCLOADDITIONS
AND
RELATED
REACTIONS
243
7.3.5
NAZAROV-TYPE
REACTIONS
247
7.3.6
ESTERIFICATIONS
AND
TRANSESTERIFICATIONS
249
7.3.7
ACETALIZATIONS
AND
RELATED
REACTIONS
252
7.3.8
ETHERIFICATION
254
7.3.9
FRIEDEL-CRAFTS
ALKYLATIONS
AND
ARYLATIONS
255
7.3.10
ISOMERIZATION
OF
DOUBLE
BONDS
257
7.3.11
POLYMERIZATION
259
7.3.12
CASCADE
REACTIONS
259
7.4
SUMMARY
AND
CONCLUSIONS
263
REFERENCES
263
8
HALOGEN
BONDING
IN
ORGANOCATALYSIS
269
REVANNATH
L.
SUTAR
8.1
INTRODUCTION
269
8.2
ORGANIC
REACTIONS
INVOLVING
XB
AS
PRIMARY
INTERACTION
270
8.2.1
ACTIVATION
OF
HALOCARBONS
272
8.2.2
ACTIVATION
OF
ORGANIC
FUNCTIONAL
GROUPS
279
8.2.3
XB
ORGANOCATALYSIS
THROUGH
K
-
ACTIVATION
289
8.2.4
ASYMMETRIC
CATALYSIS
THROUGH
HALOGEN
BONDING
292
8.3
REACTIONS
INVOLVING
XB
AS
SECONDARY
INTERACTION
297
8.4
CONCLUSION
301
REFERENCES
301
9
HALOGEN
BONDING
IN
ELECTROCHEMISTRY
307
CLAIRE
FAVE
AND
BERND
SCHOLLHORN
9.1
INTRODUCTION
307
9.2
METHODS
309
9.3
ELECTROCHEMISTRY
FOR
CRYSTAL
ENGINEERING:
MIXED
VALENCE
CRYSTAL
STRUCTURES
311
9.4
REDOX
SWITCHING
IN
HOMOGENEOUS
SOLUTION
312
9.4.1
CONCEPT
312
9.4.2
REDOX-ACTIVE
XB
ACCEPTORS
313
9.4.2.1
QUINONES
313
9.4.3
REDOX-ACTIVE
XB
DONORS
315
9.4.3.1
FERROCENES
315
9.4.3.2
TETRATHIAFULVALENES
318
9.4.3.3
VIOLOGENS
323
9.5
INTERFACIAL
HALOGEN
BONDING
324
9.5.1
ANION
DETECTION
ON
SELF-ASSEMBLED
MONOLAYERS
324
9.5.2
PHOTOVOLTAIC
SYSTEMS
327
9.6
ACTIVATION
OF
COVALENT
BONDS
328
X
CONTENTS
INDEX
383
9.6.1
9.7
XB-MEDIATED
REDOX
REACTIONS:
A
PERSPECTIVE
328
CONCLUSIONS
329
REFERENCES
330
10
HALOGEN
BONDS
IN
BIOMOLECULAR
ENGINEERING
335
PUI
S.
HO
AND
DEREK
M,
ANDERSON
10.1
10.2
10.2.1
10.2.2
10.2.3
10.3
10.3.1
10.3.2
10.4
10.4.1
10.4.2
10.4.3
10.4.4
10.4.5
INTRODUCTION
TO
BIOMOLECULAR
ENGINEERING
AND
HALOGEN
BONDS
335
HALOGEN
BONDS
IN
NUCLEIC
ACIDS
340
CONTROLLING
DNA
ASSEMBLY
AND
STRUCTURE
342
CONTROLLING
CONFORMATION
344
STRUCTURE-ENERGY
RELATIONSHIPS
344
HALOGEN
BONDS
IN
PEPTIDES
AND
PROTEINS
346
HALOGEN
BONDS
IN
AMINO
ACIDS
AND
PEPTIDES
347
HALOGEN
BONDS
ENGINEERED
INTO
PROTEINS
350
CONCLUSIONS
AND
PERSPECTIVES
353
EXPANDING
THE
GENETIC
ALPHABET
353
MULTIMERIC
ASSEMBLIES
353
NEW
CATALYSTS
355
NEED
FOR
COMPUTATIONAL
TOOLS
355
CONCLUSION
356
ACKNOWLEDGMENTS
356
REFERENCES
356
11
THE
CHALCOGEN
BOND
IN
SOLUTION:
SYNTHESIS,
CATALYSIS
AND
MOLECULAR
RECOGNITION
363
KAMRAN
T.
MAHMUDOV,
VUSALA
A.
ALIYEVA,
M.
FATIMA
C.
GUEDES
DA
SILVA
AND
ARMANDO
J.
L.
POMBEIRO
11.1
11.2
11.3
11.4
11.5
INTRODUCTION
363
CHALCOGEN
BONDING
IN
SYNTHESIS
367
CHALCOGEN
BONDING
IN
CATALYSIS
371
CHALCOGEN
BONDING
IN
MOLECULAR
RECOGNITION
375
CONCLUSIONS
378
ACKNOWLEDGMENTS
379
REFERENCES
380 |
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| author2 | Huber, Stefan |
| author2_role | edt |
| author2_variant | s h sh |
| author_GND | (DE-588)1233694472 |
| author_facet | Huber, Stefan |
| building | Verbundindex |
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| ctrlnum | (OCoLC)1240404229 (DE-599)DNB1211904199 |
| discipline | Chemie / Pharmazie |
| discipline_str_mv | Chemie / Pharmazie |
| format | Book |
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| genre | (DE-588)4143413-4 Aufsatzsammlung gnd-content |
| genre_facet | Aufsatzsammlung |
| id | DE-604.BV046880660 |
| illustrated | Illustrated |
| index_date | 2024-07-03T15:18:12Z |
| indexdate | 2024-07-10T08:56:25Z |
| institution | BVB |
| institution_GND | (DE-588)16179388-5 |
| isbn | 9783527347315 3527347313 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-032290664 |
| oclc_num | 1240404229 |
| open_access_boolean | |
| owner | DE-11 DE-19 DE-BY-UBM |
| owner_facet | DE-11 DE-19 DE-BY-UBM |
| physical | xiii, 398 Seiten Illustrationen, Diagramme (teilweise farbig) 24.4 cm x 17 cm |
| publishDate | 2021 |
| publishDateSearch | 2021 |
| publishDateSort | 2021 |
| publisher | Wiley-VCH |
| record_format | marc |
| spelling | Halogen bonding in solution edited by Stefan Huber Weinheim Wiley-VCH [2021] © 2021 xiii, 398 Seiten Illustrationen, Diagramme (teilweise farbig) 24.4 cm x 17 cm txt rdacontent n rdamedia nc rdacarrier Lösung Chemie (DE-588)4036159-7 gnd rswk-swf Chemische Bindung (DE-588)4009843-6 gnd rswk-swf Halogenatom (DE-588)4458471-4 gnd rswk-swf Biochemie u. Chemische Biologie Biochemistry (Chemical Biology) Catalysis Chemie Chemistry Katalyse Physical Chemistry Physikalische Chemie Supramolecular Chemistry Supramolekulare Chemie CH40: Katalyse CH85: Supramolekulare Chemie CH90: Physikalische Chemie CHB0: Biochemie u. Chemische Biologie (DE-588)4143413-4 Aufsatzsammlung gnd-content Halogenatom (DE-588)4458471-4 s Lösung Chemie (DE-588)4036159-7 s Chemische Bindung (DE-588)4009843-6 s DE-604 Huber, Stefan (DE-588)1233694472 edt Wiley-VCH (DE-588)16179388-5 pbl Erscheint auch als Online-Ausgabe, PDF 978-3-527-82572-1 Erscheint auch als Online-Ausgabe, EPUB 978-3-527-82574-5 Erscheint auch als Online-Ausgabe, oBook 978-3-527-82573-8 X:MVB http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34731-5/ DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=032290664&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Halogen bonding in solution Lösung Chemie (DE-588)4036159-7 gnd Chemische Bindung (DE-588)4009843-6 gnd Halogenatom (DE-588)4458471-4 gnd |
| subject_GND | (DE-588)4036159-7 (DE-588)4009843-6 (DE-588)4458471-4 (DE-588)4143413-4 |
| title | Halogen bonding in solution |
| title_auth | Halogen bonding in solution |
| title_exact_search | Halogen bonding in solution |
| title_exact_search_txtP | Halogen bonding in solution |
| title_full | Halogen bonding in solution edited by Stefan Huber |
| title_fullStr | Halogen bonding in solution edited by Stefan Huber |
| title_full_unstemmed | Halogen bonding in solution edited by Stefan Huber |
| title_short | Halogen bonding in solution |
| title_sort | halogen bonding in solution |
| topic | Lösung Chemie (DE-588)4036159-7 gnd Chemische Bindung (DE-588)4009843-6 gnd Halogenatom (DE-588)4458471-4 gnd |
| topic_facet | Lösung Chemie Chemische Bindung Halogenatom Aufsatzsammlung |
| url | http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34731-5/ http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=032290664&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT huberstefan halogenbondinginsolution AT wileyvch halogenbondinginsolution |