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Fundamentals of Porphyrin Chemistry
A 21st Century Approach
Penelope J. Brothers (Edited by), PJ Brothers (Author), Mathias O. Senge (Edited by)
9781119129288, Wiley
Hardback, published 21 July 2022
880 pages
24.6 x 18.9 x 5.2 cm, 2.098 kg
FUNDAMENTALS OF PORPHYRIN CHEMISTRY An indispensable and concise overview of the chemistry of porphyrins and related molecules In Fundamentals of Porphyrin Chemistry: A 21st Century Approach, a team of distinguished researchers delivers a compact and accessible introduction to the broad field of porphyrin chemistry. It discusses the basics of porphyrin synthesis and structure, as well as that of related molecules, and the current and future roles that porphyrins play in chemical transformations, materials design and synthesis, energy capture and transduction, human health, and the environment. This edited volume is a self-contained tutorial on concepts of critical importance to porphyrin chemistry and serves as the foundation for discussions about the applications of porphyrin-related compounds found in the second volume. This book contains: Perfect for experienced academic researchers in the field of porphyrin chemistry seeking a quick reference, Fundamentals of Porphyrin Chemistry: A 21st Century Approach is also an indispensable resource for researchers new to the field who need an overview directing them to literature in more focused areas.
Volume 1 List of Contributors xiii 1 An Introduction to Porphyrins for the Twenty-First Century 1 1.1 Why Porphyrins? 1 1.2 The Natural World of Porphyrins 3 1.3 Brief History of Porphyrins 4 1.4 Practical Applications 5 1.5 Porphyrins for the Twenty-First Century 7 2 It's All in the Name 9 2.1 Basic Structure and Nomenclature of Porphyrins 9 2.2 General Classes of Porphyrin Systems 11 2.3 Naturally Occurring Porphyrins 15 2.4 Special Aspects of Porphyrin Nomenclature 24 2.5 Porphyrin Stenography 30 3 Organic Synthesis and Reactivity of Porphyrins 37 3.1 Introduction 37 3.2 Synthesis of meso-Substituted Porphyrins from Pyrrole Building Blocks 39 3.3 Synthesis of Β-Substituted Porphyrins from Pyrrole Building Blocks 52 3.4 Total Synthesis of Other Porphyrin(oid)s 57 3.5 Reactivity of Porphyrins 66 3.6 Transition-Metal-Catalyzed Reactions at the Porphyrin Macrocycle 79 3.7 Peripheral Functionalization 91 3.8 Examples of Classic and Contemporary Target Systems 103 4 Coordination Chemistry 141 4.1 Introduction 142 4.2 Overview of the Coordination Chemistry of Porphyrin and its Analogues 143 4.3 Metallation, Demetallation, and Characterization 152 4.4 Main Group Elements 158 4.5 Transition Metals 170 4.6 Lanthanides and Actinides 197 4.7 Organometallic Porphyrin Complexes 204 5 Phthalocyanines and Porphyrazines 241 5.1 Phthalocyanines and Porphyrazines: Structures and Syntheses of Peculiar Members of the Porphyrin Family 241 5.2 Synthetic Methods and Strategies 247 5.3 Preparation and Characterization of Precursors 250 5.4 Formation of Macrocycles with Asymmetric Substitution Patterns 262 5.5 Lanthanide Double- and Multi-Decker Derivatives 272 5.6 Other Double- and Multi-Decker Derivatives 276 5.7 Reactions on Phthalocyanines and Porphyrazines 278 5.8 Conclusion 289 6 Oxidation and Reduction of Porphyrins 303 6.1 Introduction: Scope and Limits of This Chapter 303 6.2 Reductions of Porphyrins 304 6.3 Oxidations of Porphyrins 311 6.4 Metal-Centered and Resonance-Stabilized Π-System Redox Events 330 7 Corroles and Contracted Porphyrins 349 7.1 Introduction 349 7.2 Corroles 349 7.3 Isocorroles 368 7.4 N-Confused Corroles 369 7.5 Heteroanalogues of Corroles 369 7.6 Norcorroles 373 7.7 Outlook 374 8 Heteroporphyrins and Carbaporphyrins 385 8.1 Introduction 385 8.2 Mono- and Diheteroporphyrins (O, S, Se, Te) 386 8.3 Tetraoxa-, Tetrathia-, and Tetraselenaporphyrin Dications 397 8.4 Phosphaporphyrins 400 8.5 Carbaporphyrinoid Systems 402 8.6 True Carbaporphyrins 405 8.7 Azuliporphyrins 416 8.8 Neo-Confused Porphyrins 427 8.9 Benziporphyrins 427 8.10 Miscellaneous Carbaporphyrinoid Systems 434 8.11 Dicarbaporphyrinoids 439 8.12 Tetracarbaporphyrinoids 445 8.13 Related Porphyrin Analogues 447 8.14 Conclusions 448 9 Expanded Porphyrins 453 9.1 Historical Background 453 9.2 One-Pot Synthesis of Expanded Porphyrins 455 9.3 Size-Selective Syntheses of Expanded Porphyrins 461 9.4 Möbius Aromatic Expanded Porphyrins 466 9.5 Giant Expanded Porphyrins 471 References 473 Volume 2 List of Contributors xiii 10 Fundamentals of Porphyrin and Metalloporphyrin Stereochemistry 479 11 Porphyrins: Electronic Structure and Ultraviolet/Visible Absorption Spectroscopy 505 12 Photoinduced Electron and Energy Transfer 587 13 NMR Spectroscopy of Porphyrins 611 14 Spin States in Iron Porphyrins 631 15 Electrochemical Properties of Porphyrin-Type Complexes 661 16 Heme Proteins -- Structure and Function 709 17 Chlorophylls 743 18 Vitamin B12 and Cofactor F430 777 Index 815
Penelope J. Brothers and Mathias O. Senge
Mathias O. Senge
Mathias O. Senge and Alina Meindl
Penelope J. Brothers and Abhik Ghosh
Ümit Isci and Fabienne Dumoulin
Christian Brückner and Nisansala Hewage
Daniel T. Gryko and Mariusz Tasior
Timothy D. Lash
Atsuhiro Osuka and Takayuki Tanaka
W. Robert Scheidt
M. Cather Simpson and Nina I. Novikova
Eugeny A. Ermilov and Beate Röder
Craig J. Medforth
Mikio Nakamura
Tebello Nyokong
Sk Amanullah, Chandradeep Ghosh, Somdatta Ghosh Dey and Abhishek Dey
Hitoshi Tamiaki
Bernhard Kräutler and Bernhard M. Jaun
Subject Areas: Chemistry [PN]
