scholarly journals Ambient gold-catalyzed O-vinylation of cyclic 1,3-diketone: A vinyl ether synthesis

2013 ◽  
Vol 9 ◽  
pp. 2537-2543 ◽  
Author(s):  
Yumeng Xi ◽  
Boliang Dong ◽  
Xiaodong Shi

Gold-catalyzed O-vinylation of cyclic 1,3-diketones has been achieved for the first time, which provides direct access to various vinyl ethers. A catalytic amount of copper triflate was identified as the significant additive in promoting this transformation. Both aromatic and aliphatic alkynes are suitable substrates with good to excellent yields.

Polymers ◽  
2019 ◽  
Vol 11 (3) ◽  
pp. 500
Author(s):  
Jinghan Zhang ◽  
Yibo Wu ◽  
Kaixuan Chen ◽  
Min Zhang ◽  
Liangfa Gong ◽  
...  

Aqueous cationic polymerizations of vinyl ethers (isobutyl vinyl ether (IBVE), 2-chloroethyl vinyl ether (CEVE), and n-butyl vinyl ether (n-BVE)) were performed for the first time by a CumOH/B(C6F5)3/Et2O initiating system in an air atmosphere. The polymerization proceeded in a reproducible manner through the careful design of experimental conditions (adding initiator, co-solvents, and surfactant or decreasing the reaction temperature), and the polymerization characteristics were systematically tested and compared in the suspension and emulsion. The significant difference with traditional cationic polymerization is that the polymerization rate in aqueous media using B(C6F5)3/Et2O as a co-initiator decreases when the temperature is lowered. The polymerization sites are located on the monomer/water surface. Density functional theory (DFT) was applied to investigate the competition between H2O and alcohol combined with B(C6F5)3 for providing a theoretical basis. The effectiveness of the proposed mechanism for the aqueous cationic polymerization of vinyl ethers using CumOH/B(C6F5)3/Et2O was confirmed.


Inorganics ◽  
2019 ◽  
Vol 7 (10) ◽  
pp. 121
Author(s):  
Takahashi ◽  
Shimbayashi ◽  
Fujita

The reaction of [(Cp*Ir)2(μ-dmpm)(μ-H)][OTf] (2) [Cp* = η5-C5Me5, dmpm = bis(dimethylphosphino)methane] with 2,3-dihydrofuran gives [(Cp*IrH)2(μ-dmpm){μ-(2,3-dihydrofuranyl)}][OTf] (3) in an isolated yield of 70% via the C–H bond activation at the 5-position of 2,3-dihydrofuran. Complex 3 is slowly converted into [(Cp*Ir)2(μ-dmpm)(μ-C=C(H)CH2CH2OH)][OTf] (4) quantitatively via the proton-mediated C–O bond activation. The reaction of 2 with ethyl vinyl ether gives [(Cp*Ir)2(μ-dmpm)(μ-CH=CH2)][OTf] (5) in the isolated yield of 64% via the successive activation of C–H and C–O bonds.


2018 ◽  
Vol 54 (87) ◽  
pp. 12369-12372 ◽  
Author(s):  
Mari Vellakkaran ◽  
Jagadish Das ◽  
Sourajit Bera ◽  
Debasis Banerjee
Keyword(s):  

Base-metal catalysed C(sp3)–H bond functionalisation of methyl-N-heteroaromatics with alcohols is reported for the first time.


2005 ◽  
Vol 70 (9) ◽  
pp. 1411-1428 ◽  
Author(s):  
Petr Štěpánek ◽  
Ondřej Vích ◽  
Lukáš Werner ◽  
Ladislav Kniežo ◽  
Hana Dvořáková ◽  
...  

The stereoselectivity of cycloaddition of sugar-containing substituted 1-(thiazol-2-yl)but-2-en-1-ones 1 and vinyl ethers was studied using the achiral vinyl ether/chiral catalyst as well as the chiral vinyl ether/achiral catalyst combinations. It has been shown that Eu(fod)3-catalyzed cycloaddition of oxadienes 1a-1e with the chiral vinyl ethers 9 and 10 affords stereoselectively almost pure cycloadducts 11a-11e and 12a-12e, respectively. The obtained cycloadducts are suitable precursors for the synthesis of α-C-(1→3)-disaccharides, containing 2-deoxy-arabino-hexopyranose moiety of D- or L-configuration.


2013 ◽  
Vol 721 ◽  
pp. 438-453 ◽  
Author(s):  
Oleg Andreev ◽  
Yurii Kolesnikov ◽  
André Thess

AbstractWhen a liquid metal flows around a truncated cylinder in the presence of a magnetic field which is parallel to the axis of the cylinder, a stagnant region develops above the cylinder. We call this region a Ludford column. The Ludford column represents the magnetohydrodynamics (MHD) analogue of the well-known Taylor columns in rotating flows. Whereas Taylor columns can be easily visualized using dye, the visualization of Ludford columns has remained elusive up to now because liquid metals are opaque. We demonstrate that this fundamental limitation of experimental MHD can be overcome by using a superconducting 5 T magnet. This facility permits us to perform MHD experiments in which the opaque liquid metals are replaced with a transparent electrolyte while maintaining the key MHD effects. We report results of a series of flow experiments in which an aqueous solution of sulphuric acid flows around a bar with square cross-section (which for simplicity shall be referred to as a cylinder). We vary the Reynolds number in the range $5\lt Re\lt 100$ and the Hartmann number in the range $0\lt Ha\lt 14$. The experimental procedure involves flow visualizations using tracer particles as well as velocity measurements using particle image velocimetry (PIV). Our experiments provide direct access to the Ludford column for the first time and reveal the spatial structure of this basic feature of MHD flows.


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