PDF Publication Title:
Text from PDF Page: 010
Catalysts 2020, 10, 762 10 of 15 Basic), n-heptane (99%, Sigma-Aldrich), toluene (99%, POCH Basic), dichloromethane (99%, POCH Basic), tetrahydrofurane (99%, POCH Basic) used in the extractions were distilled and dried prior use. 3.2. General Procedures All manipulations were performed under an argon atmosphere using standard Schlenk’s techniques or in high-pressure autoclaves equipped with sapphire windows for the solubility tests of reagents and catalyst, when scCO2 was used (For detailed analysis descriptions and NMR spectra of obtained products please see the Supplementary Materials). 3.2.1. Borylative Coupling in the [Ru(CO)Cl(H)(PCy3)2]@ILs System under Optimized Reaction/Extraction Conditions with Subsequent n-Heptane Extraction A 50 mL Schlenk’s vessel was charged with dried IL (1 g) and [Ru(CO)Cl(H)(PCy3)2] (0.01 mmol) in an argon atmosphere. Subsequently, vinylboronic acid pinacol ester (0.5 mmol) and olefin (0.75 mmol) were added. The reaction was carried out for 6 h at 110 ◦C. The reaction mixture was cooled down and the extractant soluble components were extracted at 60 ◦C with n-heptane (3 × 5 mL). After evaporation, the extracts were weighed and characterized by GC–MS and 1H NMR analyses. The products (3a–i) were purified on silica by flash chromatography (Biotage IsoleraOne chromatograph) with a UV detector (λ1 = 255 nm, λ2 = 280 nm). Purification details: cartridge 10 g, flow rate: 12 mL/min, length: 12 CV (CV = column volume), phase: hexane/ethyl acetate (step 1: hexane 100% by 5 CV, step 2: gradient 10%/CV by 5 CV, step 3: hexane 50% by 2 CV). The non-aromatic 3j was purified on silica using standard column chromatography using n-hexane/ethyl acetate (95/5–7/3) as eluents. The products were characterized by GC-MS, 1H and 13C NMR analyses. 3.2.2. Borylative Coupling in the [Ru(CO)Cl(H)(PCy3)2]@ILs/scCO2 System with Subsequent scCO2 Extraction A high-pressure stainless steel autoclave reactor (10 mL) equipped with sapphire windows and connected to a Schlenk line, was charged with dried IL (1 g) and [Ru(CO)Cl(H)(PCy3)2] (0.01 mmol) in an argon atmosphere. Subsequently, vinylboronic acid pinacol ester (0.5 mmol) and olefin (0.75 mmol) were added and the reactor was pressurized with CO2 to 55 bar, heated up to 110 ◦C and pressurized to the required pressure (approx. 170–190 bar). After 6 h, the reactor was cooled to 40 ◦C and the products were extracted in a CO2 stream (160–180 bar of CO2, 8 mL/min, 45 min) into a small amount (10–15 mL) of n-heptane (previously cooled down in dry ice/i-propanol bath) to avoid product loss during extraction. Then the extracts were evaporated, weighed and characterized by GC-MS and 1H NMR analyses. 3.2.3. Repetitive Batch Borylative Coupling in [Ru(CO)Cl(H)(PCy3)2]@ILs with Subsequent Organic Solvent Extraction After the extraction process, the Schlenk’s vessel was dried under vacuum for 20 min at 60 ◦C. Then a new portion of substrates was added in an argon atmosphere and subsequent batches, and extractions were carried out according to the procedure described in Section 3.2.1 without the isolation step. 3.2.4. Repetitive Batch Borylative Coupling in [Ru(CO)Cl(H)(PCy3)2]@ILs/scCO2 with Subsequent scCO2 Extraction After the extraction process, the autoclave was dried in a vacuum for 20 min at 60 ◦C. Then a new portion of substrates was added in an argon atmosphere and subsequent batches, and extractions were carried out according to the procedure described in Section 3.2.2.PDF Image | Ru-Catalyzed Repetitive Batch Borylative Coupling of Olefins
PDF Search Title:
Ru-Catalyzed Repetitive Batch Borylative Coupling of OlefinsOriginal File Name Searched:
catalysts-10-00762.pdfDIY PDF Search: Google It | Yahoo | Bing
NFT (Non Fungible Token): Buy our tech, design, development or system NFT and become part of our tech NFT network... More Info
IT XR Project Redstone NFT Available for Sale: NFT for high tech turbine design with one part 3D printed counter-rotating energy turbine. Be part of the future with this NFT. Can be bought and sold but only one design NFT exists. Royalties go to the developer (Infinity) to keep enhancing design and applications... More Info
Infinity Turbine IT XR Project Redstone Design: NFT for sale... NFT for high tech turbine design with one part 3D printed counter-rotating energy turbine. Includes all rights to this turbine design, including license for Fluid Handling Block I and II for the turbine assembly and housing. The NFT includes the blueprints (cad/cam), revenue streams, and all future development of the IT XR Project Redstone... More Info
Infinity Turbine ROT Radial Outflow Turbine 24 Design and Worldwide Rights: NFT for sale... NFT for the ROT 24 energy turbine. Be part of the future with this NFT. This design can be bought and sold but only one design NFT exists. You may manufacture the unit, or get the revenues from its sale from Infinity Turbine. Royalties go to the developer (Infinity) to keep enhancing design and applications... More Info
Infinity Supercritical CO2 10 Liter Extractor Design and Worldwide Rights: The Infinity Supercritical 10L CO2 extractor is for botanical oil extraction, which is rich in terpenes and can produce shelf ready full spectrum oil. With over 5 years of development, this industry leader mature extractor machine has been sold since 2015 and is part of many profitable businesses. The process can also be used for electrowinning, e-waste recycling, and lithium battery recycling, gold mining electronic wastes, precious metals. CO2 can also be used in a reverse fuel cell with nafion to make a gas-to-liquids fuel, such as methanol, ethanol and butanol or ethylene. Supercritical CO2 has also been used for treating nafion to make it more effective catalyst. This NFT is for the purchase of worldwide rights which includes the design. More Info
NFT (Non Fungible Token): Buy our tech, design, development or system NFT and become part of our tech NFT network... More Info
Infinity Turbine Products: Special for this month, any plans are $10,000 for complete Cad/Cam blueprints. License is for one build. Try before you buy a production license. May pay by Bitcoin or other Crypto. Products Page... More Info
CONTACT TEL: 608-238-6001 Email: greg@infinityturbine.com (Standard Web Page)