Organic Synthesis


Book Description

'Organic Synthesis' describes the properties and reactions of organoboranes and organosilanes, emphasizing how they can be used to provide simple solutions to a variety of synthetic problems. Compounds of boron and silicon are widely used in organic synthesis, and their study forms a core in many chemistry courses. Helpful study questions are provided at the end of each section, and the suggested further reading provides a useful guide to more advanced work in the field.










Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis


Book Description

The widespread use of organoboron compounds justifies the efforts devoted to their synthesis, as well as toward developing an understanding of their reactivity. The nature of the mono- or diboron species is of paramount importance in determining the reversible covalent binding properties of the boron atom with both nucleophiles and electrophiles. By wedding the rich chemical potential of organoboron compounds to the ubiquity of organic scaffolds, advanced borylation reactions have the potential to open unprecedented synthetic alternatives, and new knowledge in the field should encourage chemists to use organoboron compounds. In this volume, the main objective is to provide a collection of the most useful, practical, and reliable methods, reported mainly within the last decade, for boron activation and boron reactivity. The volume covers the main concepts of organoboron compounds and includes experimental procedures, enabling newcomers to the field the instant and reliable application of the new tools in synthesis. Rather than aiming for a comprehensive coverage, the most advanced solutions for challenging transformations are introduced. To this end, a team of pioneers and leaders in the field have been assembled who discuss both the practical and conceptual aspects of this rapidly growing field.




Ionic and Organometallic-Catalyzed Organosilane Reductions


Book Description

Ionic and Organometallic-Catalyzed Organosilane Reductions provides an up-to-date, comprehensive review of reductions with organosilanes. Both ionic and catalyst-mediated reaction types are included, with appropriate reference to reaction mechanisms where they have been elucidated. The text also provides a wide variety of organic functional group reductions by organosilicon hydrides, and includes a substantial discussion of asymmetric reductions. All known examples have been compiled in thirty-four easily scanned, comprehensive tables compiled from 809 original articles. This is a must-have reference book for all synthetic organic chemists working in academic and industrial laboratories.




Polyhedral Boron Hydrides in Use


Book Description

This book is designed to highlight the current status and perspectives of application of polyhedral boron compounds and their metal complexes. The main attention is paid to application of polyhedral boron hydrides in medicine including boron neutron capture therapy for cancer, radionuclide diagnostics and therapy, as well as anti-tumour activity of some metal derivatives of carboranes. Boron neutron capture therapy - a binary cancer treatment based upon the interaction of two relatively harmless species, a 10B nucleus and a thermal neutron, which results in the formation of the highly energetic 4He and 7Li as products. These fission products have an effective range of ~10 ìm in tissue, thus, effectively limiting the extent of cellular damage to approximately one cell diameter. Therefore, the selective concentration of boron compounds within the tumour cells, followed by their capturing of thermal neutrons, should result in localised destruction of the malignant cells in the presence of the normal cells. Another possible medical application of polyhedral boron hydrides is radionuclide diagnostics and therapy of cancer, where these compounds can be used for attachment of radionuclide labels to various cancer-targeting biomolecules. Other fields of potential application of polyhedral boron hydrides and their metal complexes are synthesis of new materials (liquid crystals, NLO materials, magnets, semiconductors, etc.), radionuclide extraction from nuclear wastes, ion-selective electrodes, production of thermally stable polymers and high burning composite propellants, development of new catalysts for organic synthesis.




Boron Hydride Chemistry


Book Description

Boron Hydride Chemistry covers the significant contributions of boron hydride research in the subjects of bonding, structure, and stereochemistry. This book contains 12 chapters that illustrate the merging of certain areas of boron hydride chemistry with other disciplines, such as organic, organometallic, and transition metal chemistry. After providing an overview of the general geometric, stereochemical, and dynamic stereochemical features of boron hydrides, this book goes on exploring the bonding theory and theoretical research on boron hydrides, with an emphasis on boron hydrides that have open polyhedral structures. These topics are followed by discussions on gas phase and solution reactions of borane and substituted boranes. A chapter focuses on the chemistry of cations containing boron atoms bonded to hydrogen. The remaining chapters examine the syntheses, structures, bonding, spectral properties, and chemistry of specific boron hydrides, including borazines, closo-boron hydrides, carboranes, icosahedral carboranes, and close- and nido-heteroboranes. Inorganic chemists and researchers, teachers, and undergraduate inorganic chemistry students will find this book invaluable.




The Synthesis and Organic Chemistry of the Boron-Silicon Bond


Book Description

The synthesis of the boron-silicon bond via the reaction of methyldiphenylsilyllithium with 9-borabicyclo 3.3.1 nonane and treatment of the hydridoborate complex with acid was accomplished. The B-silyl-9-BBN was difficult to separate and purify, but was nevertheless fully characterized. It showed very little reactivity, however. For example, it oxidized well with alkaline hydrogen peroxide and slowly in air, but was inert to methanol, water, bromine and tributyltin hydride. In addition it did not react with carbonyl compounds, nor with olefins or acetylenes under a variety of conditions. The reaction of silyllithium reagents with 9-BBN in the presence of N, N, N', N'-tetramethylethylenediamine produced the corresponding borate in excellent yield as judged by 11B NMR analysis. These systems too were very unreactive, reacting well only with unhindered alcohols and very poorly with aldehydes and even acid chlorides. Attempts to prepare a stable, crystalline amine complex were unsuccessful.




Hydroboration and Organic Synthesis


Book Description

This book offers a systematic compilation of the vast data available to synthetic chemists. It provides easy access to the necessary information required for chemical transformations.