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Biomedical Sciences | Aromatic C-nitroso Compounds

Aromatic C-nitroso Compounds

Vančik, Hrvoj

2013, XII, 156 p. 234 illus., 5 illus. in color.

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  • Offers important scientific information to physical organic chemists and scientists in the field of material and solid-state science
  • The first book to cover C-nitroso compounds from different contemporary scientific research disciplines, including synthetic, structural, spectroscopy, photochemistry, organometallic as well as bioorganic applications
  • Describes opportunities for studying general chemical concepts, especially solid-state reactions, by using nitroso aromatic molecules as models
  • Provides a comprehensive interdisciplinary look at this class of compounds

This volume will present the reader with an update on the scientific research on organic chemistry of nitroso compounds that was performed in the last two decades. The overview will include the original synthetic applications of nitroso compounds, but will also cover the discovery of novel physico-chemical phenomena and their potential future uses. The properties that form the basis for this technological potential originate from the intriguing property of C-nitroso molecules to form dimers through the formation of a relatively weak nitrogen-nitrogen double bond. The equilibrium between the different monomeric and dimeric forms, which appears under controlled environmental parameters, opened new areas of research in organic chemistry.

The novel paradigm presented in this volume includes insight into the original problem of organic reactivity and synthesis, but also sheds light on the solid-state reaction mechanisms. A number of fascinating photochemical, electrochemical, supramolecular, and biological properties, as well as advanced techniques in spectroscopy, now enables us to use these compounds as molecular models for studying a number of general chemical concepts.

 

Content Level » Research

Keywords » Aromatic nitroso compounds - Bioorganic chemistry - Photochemistry - Solid-state reaction mechanism - Spectroscopy of nitroso compounds

Related subjects » Analytical Chemistry - Biomedical Sciences - Electrochemistry - Organic Chemistry - Physical Chemistry

Table of contents 

Introduction: Aliphatic and aromatic nitroso compounds

1. Molecular structures
1.1  Calculated molecular structures
1.2 Experimental geometries

2. An overview of synthetic methods for preparation of nitrosoaromatic compounds
2.1 Reductive methods
2.2 Oxidative methods
2.3 Solid-state syntheses
2.4 Enzyme catalyzed oxidations
2.5 Direct nitrosation
2.6 Heteroaromatic compounds
2.7 Nitrosoaromatic compounds with more nitroso groups
2.8 Synthesis of azoxides and azodioxides

3. Molecular properties and spectroscopy
3. 1 Physical Organic Chemistry
3.1.1 Nature of the NO group.
3.1.2 Nucleophilic properties
3.1.3 Reactions with nucleophiles
3.1.3.1 Oxygen as nucleophile
3.1.3.2 Sulfur as nucleophile
3.1.3.3 Carbon as nucleophile
3.1.3.4 Nitrogen as nucleophile
3.1.4 Superacid medium
3.1.5 Nitroso cycloadditions
3.1.5.1 Stepwise cycloadditions
3.2 Dimerizations and Spectroscopy
3.2.1 NMR spectroscopy
3.2.1.1 1HNMR
3.2.1.2 Multinuclear NMR
3.2.1.3 13C NMR
3.2.1.4 14N NQR
3.2.1.5 15N NMR spectra
3.2.1.6 17O NMR
3.2.2 UV-VIS spectroscopy
3.2.3 Photoelectron spectroscopy
3.3 Monomer-dimer equilibrium
3.3.1 Dimerizations and polymerizations of dinitroso compounds
3.3.2 Vibrational spectroscopy
3.3.3 Kinetics of dimerisation in solid-state
3.3.4 Cross dimerizations
3.3.5 Dimerizations of heteroaromatic derivatives
3.3.6 Calculations of the reaction path
3.4 Electrochemistry
3.4.1 Aromatic nitroso compounds as spin traps
3.5 Photochemistry
3.5.1 Photoreactions including nitrosoaromatic intermediates

4. Organometallic compounds
4.1 Structures and properties of nitrosoaromatic-metal complexes
4.2 Nitrosoaromatic-heme complexes

5. Bilological systems
5.1 Reactions with fatty acids and steroides
5.2 Reactions with thiol consisting biomolecules
5.3 Redox reactions and nitrosoaryl compounds in biological systems

References

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