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This series provides inorganic chemists and materials scientists with a forum for critical, authoritative evaluations of advances in every area of the discipline. Volume 59 continues to report recent advances with a significant, up-to-date selection of contributions by internationally-recognized researchers.
The chapters of this volume are devoted to the following topics:
• Iron Catalysis in Synthetic Chemistry
• A New Paradigm for Photodynamic Therapy Drug Design: Multifunctional, Supramolecular DNA Photomodification Agents Featuring Ru(II)/Os(II) Light Absorbers Coupled to Pt(II) or Rh(III) Bioactive Sites
• Selective Binding of Zn2+ Complexes to Non-Canonical Thymine or Uracil in DNA or RNA.
• Progress Toward the Electrocatalytic Production of Liquid Fuels from Carbon Dioxide
• Monomeric Dinitrosyl Iron Complexes: Synthesis and Reactivity
• Interactions of Nitrosoalkanes/arenes, Nitrosamines, Nitrosothiols, and Alkyl Nitrites with Metals
• Aminopyridine Iron and Manganese Complexes as Molecular Catalysts for Challenging Oxidative Transformations
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Cover
Advisory Board
Title Page
Copyright
Chapter 1: Iron Catalysis in Synthetic Chemistry
I. Introduction
II. Addition Reactions
III. The C–C Bond Formations VIA C–H Functionalization
IV. The C–H Bond Oxidation
V. Cross-Coupling Reactions
VI. Direct C–N Bond Formation VIA C–H Oxidation
VII. Iron-Catalyzed Amination
VIII. Sulfoxidations and Synthesis of Sulfoximines, Sulfimides, and Sulfoximides
IX. Reduction Reactions
X. Trifluoromethylation
XI. Conclusion
Acknowledgments
Abbreviations
References
Chapter 2: A New Paradigm for Photodynamic Therapy Drug Design: Multifunctional, Supramolecular DNA Photomodification Agents Featuring Ru(II)/Os(II) Light Absorbers Coupled to Pt(II) or Rh(III) Bioactive Sites
I. Introduction
II. Photodynamic Therapy
III. Platinum and Rhodium Centers as Bioactive Sites
IV. Supramolecular Complexes as DNA Photomodification Agents
V. Conclusions
Acknowledgments
Abbreviations
References
Chapter 3: Selective Binding of Zn2+ Complexes to Non-Canonical Thymine or Uracil in DNA or RNA
I. Introduction
II. Interaction OF Zn2+ Macrocyclic Complexes with Nucleosides and Single-Stranded Oligonucleotides
III. Interaction of Zn2+ Macrocyclic Complexes with Double-Stranded Nucleic Acids
IV. Recognition of Thymine or Uracil Bulges and Other Non-Canonical Structures
V. Energetic Factors in DNA Binding: Toward More Selective Zn2+ Recognition Agents
VI. Summary
Acknowledgments
Abbreviations
References
Chapter 4: Progress Toward the Electrocatalytic Production of Liquid Fuels from Carbon Dioxide
I. Introduction
II. Electrocatalytic Reduction of CO2
III. Metal Complexes Supported by Macrocycles
IV. Metal Polypyridyl Complexes
V. Metal Phosphine Complexes
VI. Future Development of CO2 Reduction Catalysts: Nature as Inspiration
VII. Summary and Conclusions
Acknowledgments
Abbreviations
References
Chapter 5: Monomeric Dinitrosyl Iron Complexes: Synthesis and Reactivity
I. Introduction
II. Anionic Dinitrosyl Iron Complexes
III. Cationic Dinitrosyl Iron Complexes
IV. Neutral Dinitrosyl Iron Complexes
V. Summary and Perspective
Acknowledgments
Abbreviations
References
Chapter 6: Interactions of Nitrosoalkanes/arenes, Nitrosamines, Nitrosothiols, and Alkyl Nitrites with Metals
I. Introduction
II. Nitrosoalkanes and Nitrosoarenes
III. Nitrosamines
IV. Nitrosothiols
V. Alkyl Nitrites
VI. Outlook
Acknowledgments
Abbreviations
References
Chapter 7: Aminopyridine Iron and Manganese Complexes as Molecular Catalysts for Challenging Oxidative Transformations
I. Aminopyridine Iron Complexes as Molecular Catalysts for Hydrocarbon Oxidations
II. Aminopyridine Manganese Complexes as Molecular Catalysts For Hydrocarbon Oxidations
III. Aminopyridine Iron and Manganese Complexes as Molecular Catalysts for Water Oxidation
IV. Conclusion
Acknowledgments
Abbreviations
References
Subject Index
Cumulative Index
End User License Agreement
Table I
Table II
Table III
Table IV
Table V
Table VI
Table VII
Table VIII
Table IX
Table X
Table XI
Table XII
Table XIII
Table XIV
Table XV
Table XVI
Table XVII
Table XVIII
Table XIX
Table XX
Table XXI
Table XXII
Table XXIII
Table XXIV
Table XXV
Table XXVI
Table XXVII
Table XXVIII
Table XXIX
Table XXX
Table XXXI
Table XXXII
Table XXXIII
Table XXXIV
Table XXXV
Table XXXVI
Table XXXVII
Table XXXVIII
Table XXXIX
Table XL
Table XLI
Table XLII
Table XLIII
Table XLIV
Table XLV
Table XLVI
Table XLVII
Table XLVIII
Table XLIX
Table L
Table LI
Table LII
Table LIII
Table LIV
Table LV
Table LVI
Table LVII
Table LVIII
Table LIX
Table LX
Table LXI
Table LXII
Table LXIII
Table LXIV
Table I
Table I
Table II
Table III
Table I
Table I
Table II
Table III
Table IV
Table V
Table VI
Table I
Table II
Table III
Table IV
Table V
Table VI
Figure 1
Scheme 1
Scheme 2
Scheme 3
Scheme 4
Scheme 5
Scheme 6
Scheme 7
Scheme 8
Scheme 9
Scheme 10
Scheme 11
Scheme 12
Scheme 13
Scheme 14
Scheme 15
Scheme 16
Scheme 17
Scheme 18
Scheme 19
Scheme 20
Scheme 21
Scheme 22
Scheme 23
Scheme 24
Scheme 25
Scheme 26
Scheme 27
Scheme 28
Scheme 29
Scheme 30
Scheme 31
Scheme 32
Scheme 33
Scheme 34
Scheme 35
Scheme 36
Scheme 37
Scheme 38
Scheme 39
Scheme 40
Scheme 41
Scheme 42
Scheme 43
Scheme 44
Scheme 45
Scheme 46
Scheme 47
Scheme 48
Scheme 49
Scheme 50
Scheme 51
Scheme 52
Scheme 53
Scheme 54
Scheme 55
Scheme 56
Scheme 57
Scheme 58
Scheme 59
Scheme 60
Scheme 61
Scheme 62
Scheme 63
Scheme 64
Scheme 65
Scheme 66
Scheme 67
Scheme 68
Scheme 69
Scheme 70
Scheme 71
Scheme 72
Scheme 73
Scheme 74
Scheme 75
Scheme 76
Scheme 77
Scheme 78
Scheme 79
Scheme 80
Scheme 81
Scheme 82
Scheme 83
Scheme 84
Scheme 85
Scheme 86
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Scheme 88
Scheme 89
Scheme 90
Scheme 91
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Scheme 94
Scheme 95
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Scheme 99
Scheme 100
Scheme 101
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Scheme 109
Scheme 110
Scheme 111
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Scheme 113
Scheme 114
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Scheme 118
Scheme 119
Scheme 120
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Scheme 122
Scheme 123
Scheme 124
Scheme 125
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Scheme 127
Scheme 128
Scheme 129
Scheme 130
Scheme 131
Scheme 132
Scheme 133
Scheme 134
Scheme 135
Scheme 136
Scheme 137
Scheme 138
Scheme 139
Scheme 140
Scheme 141
Scheme 142
Scheme 143
Scheme 144
Scheme 145
Scheme 146
Scheme 147
Scheme 148
Scheme 149
Scheme 150
Scheme 151
Scheme 152
Scheme 153
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Scheme 156
Scheme 157
Scheme 158
Scheme 159
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Scheme 161
Scheme 162
Scheme 163
Scheme 164
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Scheme 166
Scheme 167
Scheme 168
Scheme 169
Scheme 170
Scheme 171
Scheme 172
Scheme 173
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Scheme 176
Scheme 177
Scheme 178
Scheme 179
Scheme 180
Scheme 181
Scheme 182
Scheme 183
Scheme 184
Scheme 185
Scheme 186
Scheme 187
Scheme 188
Scheme 189
Scheme 190
Scheme 191
Scheme 192
Scheme 193
Scheme 194
Scheme 195
Scheme 196
Scheme 197
Scheme 198
Scheme 199
Scheme 200
Scheme 201
Scheme 202
Scheme 203
Scheme 204
Scheme 205
Scheme 206
Scheme 207
Scheme 208
Scheme 209
Scheme 210
Scheme 211
Scheme 212
Scheme 213
Scheme 214
Figure 1
Figure 2
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Figure 30
Figure 31
Figure 32
Figure 33
Figure 34
Figure 35
Figure 36
Figure 37
Figure 38
Figure 39
Scheme 1
Scheme 2
Scheme 3
Scheme 4
Scheme 5
Scheme 6
Scheme 7
Scheme 8
Scheme 9
Scheme 10
Scheme 11
Figure 1
Scheme 12
Figure 2
Scheme 13
Scheme 14
Figure 3
Figure 4
Figure 5
Scheme 15
Scheme 16
Figure 6
Scheme 17
Scheme 18
Figure 7
Figure 8
Figure 9
Figure 10
Figure 11
Figure 1
Scheme 1
Figure 2
Figure 3
Figure 4
Figure 5
Scheme 2
Figure 6
Figure 7
Figure 8
Figure 9
Scheme 3
Figure 10
Scheme 4
Figure 11
Figure 12
Scheme 5
Figure 13
Figure 14
Figure 15
Scheme 6
Figure 16
Scheme 7
Scheme 8
Scheme 9
Figure 1
Figure 2
Figure 3
Figure 4
Scheme 1
Scheme 2
Scheme 3
Scheme 4
Scheme 5
Scheme 6
Figure 5
Scheme 7
Figure 6
Figure 7
Scheme 8
Scheme 9
Scheme 10
Scheme 11
Scheme 12
Scheme 13
Chart 1
Scheme 1
Scheme 2
Scheme 3
Scheme 4
Scheme 5
Scheme 6
Scheme 7
Scheme 8
Chart 2
Chart 3
Scheme 9
Scheme 10
Scheme 11
Scheme 12
Chart 4
Scheme 13
Scheme 14
Chart 5
Scheme 15
Scheme 16
Scheme 17
Scheme 18
Scheme 19
Scheme 20
Scheme 21
Scheme 22
Scheme 23
Scheme 24
Scheme 25
Scheme 1
Scheme 2
Scheme 3
Scheme 4
Scheme 5
Scheme 6
Scheme 7
Scheme 8
Scheme 9
Scheme 10
Scheme 11
Scheme 12
Scheme 13
Scheme 14
Scheme 15
Scheme 16
Scheme 17
Scheme 18
Scheme 19
Scheme 20
Scheme 21
Scheme 22
Scheme 23
Scheme 24
Scheme 25
Scheme 26
Scheme 27
Scheme 28
Scheme 29
Scheme 30
Scheme 31
Scheme 32
Scheme 33
Scheme 34
Scheme 35
Scheme 36
Scheme 37
Scheme 38
Scheme 39
Scheme 40
Scheme 41
Scheme 42
Scheme 43
Scheme 44
Scheme 45
Scheme 46
Scheme 47
Scheme 48
Scheme 49
Scheme 50
Scheme 51
Scheme 52
Scheme 53
Scheme 54
Scheme 55
Scheme 56
Scheme 57
Scheme 58
Scheme 59
Scheme 60
Scheme 61
Scheme 62
Cover
Table of Contents
Chapter 1
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JACQUELINE K. BARTON
CALIFORNIA INSTITUTE OF TECHNOLOGY, PASADENA, CALIFORNIA
SHUNICHI FUKUZUMI
OSAKA UNIVERSITY, OSAKA, JAPAN
CLARK R. LANDIS
UNIVERSITY OF WISCONSIN, MADISON, WISCONSIN
NATHAN S. LEWIS
CALIFORNIA INSTITUTE OF TECHNOLOGY, PASADENA, CALIFORNIA
STEPHEN J. LIPPARD
MASSACHUSETTS INSTITUTE OF TECHNOLOGY, CAMBRIDGE, MASSACHUSETTS
JEFFREY R. LONG
UNIVERSITY OF CALIFORNIA, BERKELEY, CALIFORNIA
THOMAS E. MALLOUK
PENNSYLVANIA STATE UNIVERSITY, UNIVERSITY PARK, PENNSYLVANIA
TOBIN J. MARKS
NORTHWESTERN UNIVERSITY, EVANSTON, ILLINOIS
JAMES M. MAYER
YALE UNIVERSITY, NEW HAVEN, CONNECTICUT
DAVID MILSTEIN
WEIZMANN INSTITUTE OF SCIENCE, REHOVOT, ISRAEL
WONWOO NAM
EWHA WOMANS UNIVERSITY, SEOUL, KOREA
VIVIAN W. W. YAM
UNIVERSITY OF HONG KONG, HONG KONG
Volume 59
Edited by
Kenneth D. Karlin
Department of ChemistryJohns Hopkins UniversityBaltimore, Maryland
Cover Design: Wiley
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Published by John Wiley & Sons, Inc., Hoboken, New Jersey.
Published simultaneously in Canada.
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Library of Congress Cataloging-in-Publication Data is available.
Library of Congress Catalog Number: 59013035
ISBN: 978-1-118-87016-7
Sujoy Rana, Atanu Modak, Soham Maity, Tuhin Patra, and Debabrata Maiti
Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai, India
CONTENTS
I. Introduction
II. Addition Reactions
A. Cycloadditions
1. The [2 + 2] Cycloaddition
2. The [3 + 2] Cycloaddition
3. The [2 + 2 + 2] Cycloaddition
4. The [4 + 2] Cycloaddition
B. Cyclopropanation
C. Aziridination and Aziridine Ring-Opening Reactions
D. Carbometalation of C—C Unsaturated Bond
E. Michael Addition
F. Barbier-Type Reaction
G. Kharasch Reaction
III. The C—C Bond Formations VIA C—H Functionalization
A. The C—H Arylation
1. Direct Arylation With Organometallic Reagents
2. Direct Arylation With Aryl Halides
B. The C—C Bond Formation Via Cross-Dehydrogenative Coupling
1. The CDC Between Two sp
3
C—H Bonds
2. The CDC Between sp
3
and sp
2
C—H Bonds
3. The CDC Between sp
3
and sp C—H Bonds
C. The C—C Bond Formation via Cross-Decarboxylative Coupling
D. The C—C Bond Formation via Alkene Insertion
E. Oxidative Coupling of Two C—H Bonds
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