Palladium-catalyzed cross-coupling reactions of organoboron compounds
TL;DR: In this paper, a cross-coupling reaction is proposed for coupling 1 -Alkenylboron Derivatives: Synthesis of Conjugated Dienes 6.
Abstract: B. Other Catalyti; Process by Transition-Metal Complexes IV. Cross-Coupling Reaction A. Coupling of 1 -Alkenylboron Derivatives: Synthesis of Conjugated Dienes 6. Coupling of Arylboron Derivatives: Synthesis of Biaryls C. Coupling of Alkylboron Derivatives D. Coupling with Triflates E. Synthesis of Vinylic Sulfides F. Coupling with lodoalkanes: Alkyl-Alkyl CouDlino G. Coupling with Other Organic Halides and Boron Reagents V. Head-to-Tail Coupling VI. Carbonylative Coupling VII. Alkoxycarbonylation and Dimerization VIII. Conclusion 2457 2458 2458
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TL;DR: Fluorene-Based Copolymers ContainingPhosphorescent Complexes and Carbazole-Based Conjugated Polymers R5.1.3.
Abstract: -phenylenevinylene)s L4. Fluorene-Based Conjugated Polymers L4.1. Fluorene-Based Copolymers ContainingElectron-Rich MoietiesM4.2. Fluorene-Based Copolymers ContainingElectron-Deficient MoietiesN4.3. Fluorene-Based Copolymers ContainingPhosphorescent ComplexesQ5. Carbazole-Based Conjugated Polymers R5.1. Poly(2,7-carbazole)-Based Polymers R5.2. Indolo[3,2-
3,686 citations
TL;DR: A review of palladium-catalyzed coupling of CH bonds with organometallic reagents through a PdII/Pd0 catalytic cycle can be found in this paper.
Abstract: Pick your Pd partners: A number of catalytic systems have been developed for palladium-catalyzed CH activation/CC bond formation. Recent studies concerning the palladium(II)-catalyzed coupling of CH bonds with organometallic reagents through a PdII/Pd0 catalytic cycle are discussed (see scheme), and the versatility and practicality of this new mode of catalysis are presented. Unaddressed questions and the potential for development in the field are also addressed.
In the past decade, palladium-catalyzed CH activation/CC bond-forming reactions have emerged as promising new catalytic transformations; however, development in this field is still at an early stage compared to the state of the art in cross-coupling reactions using aryl and alkyl halides. This Review begins with a brief introduction of four extensively investigated modes of catalysis for forming CC bonds from CH bonds: PdII/Pd0, PdII/PdIV, Pd0/PdII/PdIV, and Pd0/PdII catalysis. A more detailed discussion is then directed towards the recent development of palladium(II)-catalyzed coupling of CH bonds with organometallic reagents through a PdII/Pd0 catalytic cycle. Despite the progress made to date, improving the versatility and practicality of this new reaction remains a tremendous challenge.
3,533 citations
3,281 citations
TL;DR: This Review highlights recent applications of controlled microwave heating in modern organic synthesis, and discusses some of the underlying phenomena and issues involved.
Abstract: Although fire is now rarely used in synthetic chemistry, it was not until Robert Bunsen invented the burner in 1855 that the energy from this heat source could be applied to a reaction vessel in a focused manner. The Bunsen burner was later superseded by the isomantle, oil bath, or hot plate as a source for applying heat to a chemical reaction. In the past few years, heating and driving chemical reactions by microwave energy has been an increasingly popular theme in the scientific community. This nonclassical heating technique is slowly moving from a laboratory curiosity to an established technique that is heavily used in both academia and industry. The efficiency of "microwave flash heating" in dramatically reducing reaction times (from days and hours to minutes and seconds) is just one of the many advantages. This Review highlights recent applications of controlled microwave heating in modern organic synthesis, and discusses some of the underlying phenomena and issues involved.
3,044 citations
TL;DR: The palladium-catalyzed cross-coupling reaction between organoboron compounds and organic halides or triflates provides a powerful and general methodology for the formation of carbon-carbon bonds as discussed by the authors.
2,712 citations
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4,919 citations
25 Jan 1989
TL;DR: A.R.Bassindale and P.G.Taylor as mentioned in this paper discussed the photochemistry of organosilicon compounds, A.R., B.B.Birkofer and O.Ojima.
Abstract: Historical overview and comparison of silicon with carbon, J.Y.Corey theoretical aspects of organosilicon compounds, Y.Apeloig structural chemistry of organic silicon compounds, W.S.Sheldrick dynamic stereochemistry at silicon, R.J.P.Corriu et al thermochemistry, R.Walsh analysis of organosilicon compounds, T.R.C.Crompton positive and negative ion chemistry of silicon-containing molecules in the gas phase, H.Schwarz NMR spectroscopy of organosilicon compounds, E.A.Williams photoelectron spectra of silicon compounds, H.Bock and B.Solouki general synthetic pathways to organosilicon compounds, L.Birkofer and O.Stuhl recent synthetic application of organosilanes, G.L.Larson acidity, basicity and complex formation of organosilicon compounds, A.R.Bassindale and P.G.Taylor reaction mechanisms of nucleophilic attacks at silicon, A.R.Bassindale and P.G.Taylor activating and directive effects of silicon, A.R.Bassindale and P.G.Taylor the photochemistry of organosilicon compounds, A.G.Brook trivalent silyl ions, J.B.Lambert and W.J.Schulz Jr multiple bonds to silicon, G.Raabe and J.Michl bio-organic chemistry, R.Tacke and J.Linoh polysilanes, R.West hypervalent silicon compounds, R.J.P.Corriu and J.C.Young siloxane polymers and copolymers, T.C.Kendrick organosilicon derivatives of phosphorus arsenic, antimony and bismuth, D.A.Armitage chemistry of compounds with silicon-sulphur, silicon-selenium and silicon-tellurium bonds, D.A.Armitage transition-metal silyl derivatives, T.D.Tilley the hydrosilylation reaction, I.Ojima.
2,254 citations
842 citations