Pub. Date:
Springer Vienna
The Chemistry of Linear Oligopyrroles and Bile Pigments / Edition 1

The Chemistry of Linear Oligopyrroles and Bile Pigments / Edition 1

by Heinz Falk


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The Chemistry of Linear Oligopyrroles and Bile Pigments / Edition 1

so easy it seemed Once found, which yet unfound most would have thought Impossible. (John Milton, 1608 -1674) There are essentially two types of books on a scientific subject: in the first one several authors contribute their specialized approaches to parts of the field in question, which then are edited and compiled to yield a comprehensive and authoritative account. In the second type of book a single author tries to pre­ sent a view from an individual standpoint which might lead to a more balanced and homogeneous source of information. Both kinds have their merits and de­ ficiencies. I decided to write this book as a monolithic piece of work for several rea­ sons. Of course, there was the challenge of coping with the many problems of such an undertaking due to the fact that this field has grown tremendously during the last decades. In addition, being heavily involved in linear oligopyr­ role chemistry for nearly two decades, it seemed worthwile to prepare a more unifying approach. The request of several colleagues from abroad to give an account in English also triggered this endeavor since most of the work of my group has been published in German.

Product Details

ISBN-13: 9783211821251
Publisher: Springer Vienna
Publication date: 05/16/1989
Series: Monatshefte fur Chemie Chemical Monthly Supplementa Series , #1
Edition description: 1989
Pages: 621
Product dimensions: 0.00(w) x 0.00(h) x 0.05(d)

Table of Contents

1. Introduction.- 2. Nomenclature.- 3. Occurrence, Formation, and Importance.- 4. Historical Aspects.- 5. Structure and Stereochemistry.- 5.1. General Considerations.- 5.1.1. Definitions.- Constitution.- Tautomerism.- Configuration.- Conformation.- Association.- 5.1.2. Energetics, Interconversions, Interdependencies.- 5.1.3. Methods of Structural Analysis.- Crystalline Materials.- Amorphous Materials.- Solutions.- 5.1.4. Principal Considerations on Structural Aspects of Linear Oligopyrroles.- Bipyrroles.- Bipyrrolylidenes.- Dipyrrins (Pyrromethenes).- Dipyrrinones (Pyrromethenones).- 5,10-Dihydrodipyrrins (Dipyrrylmethanes).- Dihydrodipyrrinones (Dihydropyrromethenones).- Tetrahydrodipyrrinones (Tetrahydropyrromethenones).- Prodigiosenes.- Tripyrrinones.- 1,19-Dioxobilins.- Dihydrobilins: 1,19-Dioxobiladienes-ac.- Dihydrobilins: 1,19-Dioxobiladienes-ab.- Dihydrobilins:1,19-Dioxo-2,3-dihydrobilins.- Tetrahydrobilins: 1,19-Dioxobilenes-b.- Tetrahydrobilins: 1,19-Dioxo-2,3-dihydrobiladienes-ab.- Hexahydrobilins: 1,19-Dioxobilanes.- Hexahydrobilins: Bilanes.- Secocorrins.- 1,19-Dioxo-10-nor-bilins and 1,19-Dioxo-10-nor-biladienes-ac.- Pentapyrrins.- 5.2. Structural Aspects of Linear Dipyrroles.- 5.2.1. Bipyrroles, Bipyrrolylidenes, and Analoga.- 5.2.2. Dipyrrins (Pyrromethenes).- 5.2.3. Dipyrrinones (Pyrromethenones) and Analoga.- 5.2.4. 5,10-Dihydrodipyrrins (Dipyrrylmethanes).- 5.2.5. Dihydrodipyrrinones (Dihydropyrromethenones).- 5.2.6. Tetrahydrodipyrrinones (Tetrahydropyrromethenones).- 5.3. Structural Aspects of Linear Tripyrroles.- 5.3.1. Terpyrroles.- 5.3.2. Prodigiosenes.- 5.3.3. Tripyrrinones and Analoga.- 5.4. Structural Aspects of Linear Tetrapyrroles.- 5.4.1. 1,19-Dioxobilins and Bilins.- 5.4.2. Dihydrobilins: 1,19-Dioxo-2,3-dihydrobilins.- 5.4.3. Dihydrobilins: 1,19-Dioxobiladienes-ac.- 5.4.4. Dihydrobilins: 1,19-Dioxobiladienes-ab.- 5.4.5. Tetrahydrobilins: 1,19-Dioxo-2,3-dihydrobiladienes-ab.- 5.4.6. Tetrahydrobilins: 1,19-Dioxobilenes-b.- 5.4.7. Tetrahydrobilins: Secocorphins.- 5.4.8. Hexa- and Octahydrobilins.- 5.4.9. Secocorrins.- 5.4.10. 1,19-Dioxo-l0-nor- Bilins and Biladienes-ac.- 5.5. Structural Aspects of Linear Oligopyrroles Containing Five or More Rings.- 5.5.1. Pentapyrrins.- 5.5.2. Hexapyrrins and Higher Homologues.- 5.5.3. Polypyrrole.- 6. Synthesis.- 6.1. Principal Considerations.- 6.2. Synthesis of Linear Dipyrroles.- 6.2.1. Bipyrroles, Bipyrrolylidenes, and Analoga.- 6.2.2. Dipyrrins (Pyrromethenes) and Analoga.- 6.2.3. Dipyrrinones (Pyrromethenones) and Analoga.- 6.2.4. 5,10-Dihydrodipyrrins (Dipyrrylmethanes).- 6.2.5. Dihydrodipyrrinones (Dihydropyrromethenones).- 6.2.6. Tetrahydrodipyrrinones (Tetrahydropyrromethenones).- 6.2.7. Miscellaneous Dipyrroles.- 6.3. Synthesis of Linear Tripyrroles.- 6.4. Synthesis of Linear Tetrapyrroles.- 6.4.1. 1,19-Dioxobilins and Bìlins.- 6.4.2. Dihydrobilins: 1,19-Dioxo-2,3-dihydrobilins.- 6.4.3. Dihydrobilins: 1,19-Dioxobiladienes-ac.- 6.4.4. Dihydrobilins: 1,19-Dioxobiladienes-ab.- 6.4.5. Tetrahydrobilins: 1,19-Dioxo-2,3-dihydrobiladienes-ab.- 6.4.6. Tetrahydrobilins: 1,19-Dioxobilenes-b.- 6.4.7. Tetrahydrobilins: Secocorphins.- 6.4.8. Hexahydrobilins and Octahydrobilins.- 6.4.9. Secocorrins.- 6.4.10. 1,19-Dioxo-l0-nor- Bilins and Biladienes-ac.- 6.5. Synthesis of Linear Pentapyrroles and Higher Homologues.- 6.6. Transformations of Functional Groups Attached to Linear Oligopyrroles.- 7. Selected Physical Properties.- 7.1. Crystallization, Melting, Solubility.- 7.2. Light Absorption.- 7.3. Chiroptical Properties.- 7.4. Light Emission.- 7.5. Vibrational Spectroscopy.- 7.6. Nuclear Magnetic Resonance.- 7.7. Mass Spectra.- 8. Reactions.- 8.1. Photochemistry.- 8.2. Protonation — Deprotonation.- 8.3. Coordination (Carrier Mediated Transport).- 8.4. Nucleophilic, Electrophilic, and Radical Reactivity of Linear Oligopyrroles.- 8.5. Substitution Reactions.- 8.6. Addition Reactions.- 8.7. Skeletal Transformations.- 8.8. Reduction — Oxidation.- 8.9. Linear Oligopyrroles as Catalysts.- References.- Author Index.

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