When RuH2(CO)(PPh3)3 was reacted with 2,2-dimethyl-1-(2-p-tolylphenyl)propan-1-one (2), the ruthenium-aryloxy complex 3 was obtained in 76% yield. The structure of this complex was determined from 1H and 31P NMR and X-ray data. Complex 3 showed the catalytic activity for the coupling of 2 with the phenylboronate 4. The 1H and 31P NMR studies of the reaction of Ru(CO)(PPh3)3 with o-aryloxy pivalophenone revealed that the C-H bond cleavage is a kinetically favorable process but the C-O bond cleavage is a thermodynamic one. The reaction of 2'-methoxyacetophenone with vinylsilane and organoboronate resulted in chemoselective C-C bond formation.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1021/ja067612p | DOI Listing |
Chem Sci
October 2024
Department of Applied Chemistry, Graduate School of Engineering, Osaka University Suita Osaka 565-0871 Japan
ChemSusChem
September 2024
Interdisciplinary Research Center for Catalytic Chemistry (IRC3), National Institute of Advanced Industrial Science and Technology (AIST), 1-1-1 Higashi, Tsukuba, Ibaraki, 305-8565, Japan.
Super engineering plastics such as polyetheretherketone (PEEK) and polyetherethersulfone (PEES) exhibit thermal stability, chemical resistance, and mechanical strength. Such characteristics are attributed to their robust chemical structures composed of stable aryl ethers. These features make chemical recycling difficult.
View Article and Find Full Text PDFR Soc Open Sci
June 2024
Chemistry Department, College of Sciences, Shiraz University, Shiraz 71946-84795, Iran.
In this paper, we present a novel and sustainable approach using choline chloride:triethanolamine as a green, efficient and reusable deep eutectic solvent (DES) for Pd-catalysed -arylation reactions with Pd/BaSO (10%). By using the unique properties of DESs, we successfully achieved C-O bond formation without the need for additional solvents, bases and ligands. This solvent/catalyst system ([ChCl][TEA]) functioned as a dual catalyst and solvent system, enabling fast and environmentally friendly C-O bond formation from phenol derivatives and electron-deficient aryl halides, leading to remarkable yields under mild reaction conditions.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
April 2024
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, 230026, China.
The development of new methods for regio- and stereoselective activation of C-O bonds in ethers holds significant promise for synthetic chemistry, offering advantages in terms of environmental sustainability and economic efficiency. Moreover, the C-N atropisomers represent a fascinating and crucial chiral system, extensively found in natural products, pharmaceutical leads, and the frameworks of advanced materials. In this work, we have introduced a nickel-catalyzed regio- and enantioselective carbon-oxygen arylation reaction for atroposelective synthesis of N-arylisoquinoline-1,3(2H,4H)-diones.
View Article and Find Full Text PDFRSC Adv
October 2023
Department of Medicinal and Applied Chemistry, Kaohsiung Medical University Kaohsiung 807 Taiwan
In this study, the present research describes a high-yield method for the synthesis of sulfonyl 2-aryl-5-methylenetetrahydropyrans by one-pot straightforward DABCO-promoted intramolecular Michael addition of β-sulfonyl styrene with 2-chloromethyl-1-propenol followed by intramolecular alkylation. This Baylis-Hillman-type pathway provides a highly effective stereoselective annulation by forming one carbon-oxygen bond and one carbon-carbon bond.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!