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Ideas in Chemistry and Molecular Sciences: Advances in Synthetic Chemistry

Bruno Pignataro (Editor)
ISBN: 978-3-527-32539-9
332 pages
April 2010
Ideas in Chemistry and Molecular Sciences: Advances in Synthetic Chemistry (3527325395) cover image
Written by some of the most talented young chemists in Europe, this text covers most of the groundbreaking issues in chemistry. It provides an account of the latest research results in European chemistry based on a selection of leading young scientists participating in the 2008 European Young Chemists Award competition. The contributions range from self-organization to new catalytic synthetic methodologies to organocatalysis. In addition, the authors provide a current overview of their field of research and a preview of future directions.
For organic, catalytic, natural products and biochemists.
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Preface

PART I: Innovative Processes in Organic Chemistry

N-HYDROXY DERIVATIVES: KEY ORGANOCATALYSTS FOR THE SELECTIVE FREE RADICAL AEROBIC OXIDATION OF ORGANIC COMPOUNDS
Introduction
General Reactivity of N-Hydroxy Derivatives
Aerobic Oxidation Catalyzed by N-Hydroxy Amines
Aerobic Oxidation Catalyzed by N-Hydroxy Amides
Aerobic Oxidation Catalyzed by N-Hydroxy Imides
Conclusions
GOLD-CATALYZED INTRA- AND INTERMOLECULAR CYCLOADDITIONS OF PUSH-PULL DIENYNES
Introduction
Gold-Catalyzed Enyne Cycloisomerizations
Gold-Catalyzed Intermolecular Cycloadditions
Conclusions and Future Perspectives
N-HETEROCYCLIC CARBENES IN COPPER-CATALYZED REACTIONS
Introduction
Preparation of NHC-Containing Copper Complexes
Main Applications of [(NHC)Cu] Complexes in Catalysis
Copper Hydride-Mediated Reactions
[3+2] Cycloadditions of Azides and Alkynes
Concluding Remarks
SUPPORTED ORGANOCATALYSTS AS A POWERFUL TOOL IN ORGANIC SYNTHESIS
Introduction
L-Proline and its Derivatives on Ionic Liquid-Modified Silica Gels
Polystyrene-Supported Proline as a Versatile and Recyclable Organocatalyst
Prolinamide-Supported Polystyrenes as Highly Stereoselective and Recyclable Organocalysts for the Aldol Reaction
Outlook and Future Perspectives
THE COMPLEX-INDUCED PROXIMITY EFFECT IN ORGANOLITHIUM CHEMISTRY AND ITS IMPORTANCE IN THE LITHIATION OF TERTIARY AMINES
Introduction
State of the Art
Latest Developments
Conclusions and Outlook

PART II: Predictive Tools in Organic Chemical Reactions

DOUBLE HYDROGEN BONDING IN ASYMMETRIC ORGANOCATALYSIS: A MECHANISTIC PERSPECTIVE
Introduction
Diols and Amidoalcohols
(Thio)ureas
Phosphoric Acids
Other Catalysts
Conclusions and Outlook
DYNAMIC COVALENT CAPTURE: A SENSITIVE TOOL FOR DETECTING MOLECULAR INTERACTIONS
Introduction
Hydrogen Bond-Driven Self-Assembly in Aqueous Solution
Measuring Stability and Order in Biological Structures
Drug Discovery
Catalyst Discovery
The Analysis of Complex Chemical Systems
Perspective

PART III: Chemical Reactions, Sustainable Processes, and Environment

FURFURAL AND FURFURAL-BASED INDUSTRIAL CHEMICALS
Carbohydrates for Life
Furfural-Evolution over Nearly Two Centuries
Applications of Furfural
Mechanistic Considerations on the Conversion of Pentosans into Furfural
Production of Furfural
Conclusion and Future Perspective
MULTIPLE BOND-FORMING TRANSFORMATIONS: THE KEY CONCEPT TOWARD ECO-COMPATIBLE SYNTHETIC ORGANIC CHEMISTRY
The Science of Synthesis
Multiple Bond-Forming Transformations (MBFTs)
An Account of Our Recent Contributions
Conclusion
MODELING OF INDIRECT PHOTOTRANSFORMATION REACTIONS IN SURFACE WATERS
Introduction
Indirect Photolysis Processes in Surface Waters
Modeling the Photochemistry of Surface Waters
Conclusions and Perspectives

PART IV: Organic Synthesis and Materials

BOTTOM-UP APPROACHES TO NANOGRAPHENES THROUGH ORGANIC SYNTHESIS
Introduction
Alternant Polyarenes with 10 Fused Benzene Rings
Alternant Polyarenes with 11 Fused Benzene Rings
Alternant Polyarenes with 12 Fused Benzene Rings
Alternant Polyarenes with 13 Fused Benzene Rings
Alternant Polyarenes with 14 Fused Benzene Rings
Alternant Polyarenes with More Than 150 Fused Benzene Rings
Conclusions and Outlook
DIFFERENTIATED LIGANDS FOR THE SEQUENTIAL CONSTRUCTION OF CRYSTALLINE HETEROMETALLIC ASSEMBLIES
Introduction
Dithiolate Ligands
Dipyrrin Ligands
Conclusion and Outlook
WATER-SOLUBLE PERYLENE DYES
History and Functionalization of Perylene Dyes
Derivatization of Perylene Dyes
Properties and Applications of Perylene Dyes
Advantages and Applications of Water-Soluble Perylene Derivatives
Symmetric Water-Soluble PDIs
Unsymmetric PDIs
Chiral Water-Soluble PDIs
Conclusion and Outlook
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Bruno Pignataro, born in Bologna in 1972, is Professor of Physical Chemistry at the University of Palermo. He received his degree in chemistry in 1995 from the University of Catania and his PhD in materials science five years later. He has helped establish a wide network of international collaborations and organized more than 10 meetings at national and international level, including coordinating the Young Chemists Group of the Italian Chemical Society and chairing the first editions of the European Young Chemist Award. He is a referee for several leading chemistry and materials journals, has more than 70 scientific publications and some 90 conference communications to his name, along with several invited lectures. Professor Pignataro's research interests focus on the related fields of the physical chemistry of molecular surfaces and soft nanotechnologies.
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