Metal Catalyzed Reductive C-C Bond Formation

Metal Catalyzed Reductive C-C Bond Formation
Author: Michael J. Krische
Publisher: Springer Science & Business Media
Total Pages: 272
Release: 2007-07-20
Genre: Science
ISBN: 3540728783

TheprototypicalcatalyticreductiveC-Cbondformations,theFischer-Tropsch reaction [1] and alkene hydroformylation [2], were discovered in 1922 and 1938, respectively [3,4]. These processes, which involve reductive coupling to carbon monoxide, have long been applied to the industrial manufacture of commodity chemicals [5]. Notably, alkene hydroformylation, also known as the oxo-synthesis, has emerged as the largest volume application of homo- neous metal catalysis, accounting for the production of over 7 million metric tons of aldehyde annually. Despite the impact of these prototypical reductive C-C bond formations, this ?eld of research lay fallow for several decades. Eventually, the increased availability of mild terminal reductants, in part- ular silanes, led to a renaissance in the area of catalytic reductive C-C bond formation.Forexample,the'rstcatalyticreductiveC-Ccouplingsbeyond- droformylation, which involve the hydrosilylative dimerization of conjugated dienes [6-12], appeared in 1969 - approximately 16 years after the ?rst - ported metal-catalyzed alkene hydrosilylation [13]. Following these seminal studies, the ?eld of catalytic reductive C-C bond formation underwent exp- sivegrowth,culminatingintheemergenceofanevergrowingbodyofresearch encompassing a powerful set of transformations. To our knowledge, no thematic volumes devoted solely to metal-catalyzed reductive C-C bond formationhave been assembled. For the ?rst time, in this issue of Topics in Current Chemistry,wepresent acompilation ofmonographs from several leaders in this burgeoning area of research. This collection of reviews serves to capture the diversity of catalytic reductive C-C couplings presently available and, in turn, the remarkable range of reactivity embodied by such transformations. There is no indication that this ?eld has reached its zenithanditisthehopeofthepresentauthorthatthisvolumewillfuelfurther progress.

Organometallics in Organic Synthesis

Organometallics in Organic Synthesis
Author: Armin de Meijere
Publisher: Springer Science & Business Media
Total Pages: 321
Release: 2012-12-06
Genre: Science
ISBN: 3642731961

More and more possible applications of organometallic compounds in organic synthesis have been uncovered and a growing number of scientists are attracted to this area of research. This book presents an state-of-the-art account of the successful application of main- and transition metal mediated syntheses. It will stimulate new ideas and initiate further research in all areas of this fascinating chemistry.

Catalyzed Carbon-Heteroatom Bond Formation

Catalyzed Carbon-Heteroatom Bond Formation
Author: Andrei K. Yudin
Publisher: John Wiley & Sons
Total Pages: 541
Release: 2010-12-01
Genre: Science
ISBN: 3527633405

Written by an experienced editor widely acclaimed within the scientific community, this book covers everything fromo9xygen to nitrogen functionalities. From the contents: Palladium-Catalyzed Syntheses of Five-Member Saturated Heterocyclic and of Aromatic Heterodynes Palladium-Catalysis for Oxidative 1, 2-Difunctionalization of Alkenes Rhodium-Catalyzed Amination of C-H-Bonds Carbon-Heteroatom Bond Formation by RH(I)-Catalyzed Ring-Opening Reactions Transition Metal-Catalyzed Synthesis of Lactones and of Monocyclic and Fused Five-Membered Aromatic heterocycles the Formation of Carbon-Sulfur and Carbon-Selenium bonds by Substitution and Addition reactions catalyzed by Transition Metal Complexes New Reactions of Copper Acetylides Gold Catalyzed Addition of Nitrogen, Sulfur and Oxygen Nucleophiles to C-C Multiple Bonds. The result is an indispensable source of information for the Strategic Planning of the Synthetic routes for organic, catalytic and medicinal chemists, as well as chemists in industry.

Applied Biocatalysis

Applied Biocatalysis
Author: John Whittall
Publisher: John Wiley & Sons
Total Pages: 560
Release: 2020-08-21
Genre: Science
ISBN: 111948703X

Provides clear and comprehensive coverage of recently developed applied biocatalysis for synthetic organic chemists with an emphasis to promote green chemistry in pharmaceutical and process chemistry This book aims to make biocatalysis more accessible to both academic and industrial synthetic organic chemists. It focuses on current topics within the applied industrial biocatalysis field and includes short but detailed experimental methods on timely novel biocatalytic transformations using new enzymes or new methodologies using known enzymes. The book also features reactions that are “expanding and making the enzyme toolbox available to chemists”—providing readers with comprehensive methodology and detailed key sourcing information of a wide range of enzymes. Chapters in Applied Biocatalysis: The Chemist’s Enzyme Toolkit are organized by reaction type and feature a short introductory section describing the current state of the art for each example. Much of the book focuses on processes for which the enzymes are readily available so that organic chemists can synthesize appropriate quantities of chemicals with available materials in a standard chemical laboratory. Advanced methods are included to present examples of new enzymes that might encourage collaboration with suppliers or academic groups and that will educate chemists of rapidly expanding future possibilities. Focuses on current topics within the applied industrial biocatalysis field Offers experimental methods on novel biocatalytic transformations using new enzymes or new methodology using known enzymes Covers the hot topics of enzyme and chemoenzymatic cascades and biocatalysis in flow Edited by noted experts from both academia and industry with years of experience in the field of biocatalysis—particularly, the industrial applications of enzymes Written for synthetic organic chemists working in all industries but especially the pharmaceutical industry and for those in academia with an eye for biocatalysis, Applied Biocatalysis: The Chemist’s Enzyme Toolkit will also benefit academic groups in chemistry and related sciences that are using enzymes for synthetic purposes, as well as those working in the area of enzymology and molecular biology.

C-X Bond Formation

C-X Bond Formation
Author: Arkadi Vigalok
Publisher: Springer
Total Pages: 198
Release: 2010-06-30
Genre: Science
ISBN: 3642120733

Contents: Kilian Muñiz: Transition Metal Catalyzed Electrophilic Halogenation of C-H bonds in alpha-Position to Carbonyl Groups; Arkadi Vigalok * and Ariela W Kaspi: Late Transition Metal-Mediated Formation of Carbon-Halogen Bonds; Paul Bichler and Jennifer A. Love*: Organometallic Approaches to Carbon-Sulfur Bond Formation; David S. Glueck: Recent Advances in Metal-Catalyzed C-P Bond Formation; Andrei N. Vedernikov: C-O Reductive Elimination from High Valent Pt and Pd Centers; Lukas Hintermann: Recent Developments in Metal-Catalyzed Additions of Oxygen Nucleophiles to Alkenes and Alkynes; Moris S. Eisen: Catalytic C-N, C-O and C-S bond formation promoted by organoactinide complexes.

Cross-Coupling Reactions

Cross-Coupling Reactions
Author: Norio Miyaura
Publisher: Springer
Total Pages: 253
Release: 2003-07-01
Genre: Science
ISBN: 354045313X

In 1972, a very powerful catalytic cycle for carbon-carbon bond formation was 2 first discovered by the coupling reaction of Grignard reagents at the sp -carbon. Over the past 30 years, the protocol has been substantially improved and expanded to other coupling reactions of Li,B,N,O,Al,Si,P,S,Cu,Mn,Zn,In,Sn, and Hg compounds. These reactions provided an indispensable and simple methodology for preparative organic chemists. Due to the simplicity and rel- bility in the carbon-carbon, carbon-heteroatom, and carbon-metalloid bo- formations,as well as high efficiency of the catalytic process,the reactions have been widely employed by organic chemists in various fields. Application of the protocol ranges from various syntheses of complex natural products to the preparation of biologically relevant molecules including drugs, and of sup- molecules, and to functional materials. The reactions on solid surfaces allow robot synthesis and combinatorial synthesis. Now, many organic chemists do not hesitate to use transition metal complexes for the transformation of org- ic molecules. Indeed, innumerable organic syntheses have been realized by the catalyzed reactions of transition metal complexes that are not achievable by t- ditional synthetic methods. Among these, the metal-catalyzed cross-coupling reactions have undoubtedly contributed greatly to the development of such a new area of “metal-catalyzed organic syntheses”. An excellent monograph for the cross-coupling reactions and other met- catalyzed C-C bond-forming reactions recently appeared in Metal-catalyzed Cross-coupling Reactions (Wiley-VCH,1998).

Recent Advances in Organocatalysis

Recent Advances in Organocatalysis
Author: Iyad Karamé
Publisher: BoD – Books on Demand
Total Pages: 194
Release: 2016-09-28
Genre: Science
ISBN: 9535126725

Organocatalysis has recently attracted enormous attention as green and sustainable catalysis. It was realized as a fundamental field providing wide families of catalysts for important organic transformations. It will certainly develop in the future. Given the diversity of accessible transformations, metal-catalyzed reactions have become major tools in organic synthesis that will undoubtedly continue to have an important impact in the future. Alternatively, over the last years, a metal-free approach such as organocatalysis has reached a level of faithfulness, allowing researchers to discover new catalytic systems based on engagement of new or early-prepared organic molecules as organocatalysts. Organocatalysis meets green chemistry principles, especially the reduction of toxicity and chemical accidents, the biodegradability, and the use of benign and friendlier reaction media and conditions.