1074-43-7Relevant articles and documents
Room temperature iron catalyzed transfer hydrogenation usingn-butanol and poly(methylhydrosiloxane)
Coles, Nathan T.,Linford-Wood, Thomas G.,Webster, Ruth L.
supporting information, p. 2703 - 2709 (2021/04/21)
Reduction of carbon-carbon double bonds is reported using a three-coordinate iron(ii) β-diketiminate pre-catalyst. The reaction is believed to proceedviaa formal transfer hydrogenation using poly(methylhydrosiloxane), PMHS, as the hydride donor and a bio-alcohol as the proton source. The reaction proceeds well usingn-butanol and ethanol, withn-butanol being used for substrate scoping studies. Allyl arene substrates, styrenes and aliphatic substrates all undergo reduction at room temperature. Unfortunately, clean transfer of a deuterium atom usingd-alcohol does not take place, indicating a complex catalytic mechanism. However, changing the deuterium source tod-aniline gives close to complete regioselectivity for mono-deuteration of the terminal position of the double bond. Finally, we demonstrate that efficient dehydrocoupling of alcohol and PMHS can be undertaken using the same pre-catalyst, giving high yields of H2within 30 minutes at room temperature.
Catalytic Synthesis of “Super” Linear Alkenyl Arenes Using an Easily Prepared Rh(I) Catalyst
Webster-Gardiner, Michael S.,Chen, Junqi,Vaughan, Benjamin A.,McKeown, Bradley A.,Schinski, William,Gunnoe, T. Brent
, p. 5474 - 5480 (2017/04/27)
Linear alkyl benzenes (LAB) are global chemicals that are produced by acid-catalyzed reactions that involve the formation of carbocationic intermediates. One outcome of the acid-based catalysis is that 1-phenylalkanes cannot be produced. Herein, it is reported that [Rh(μ-OAc)(η2-C2H4)2]2 catalyzes production of 1-phenyl substituted alkene products via oxidative arene vinylation. Since C C bonds can be used for many chemical transformations, the formation of unsaturated products provides a potential advantage over current processes that produce saturated alkyl arenes. Conditions that provide up to a 10:1 linear:branched ratio have been achieved, and catalytic turnovers >1470 have been demonstrated. In addition, electron-deficient and electron-rich substituted benzenes are successfully alkylated. The Rh catalysis provides ortho:meta:para selectivity that is opposite to traditional acid-based catalysis.
Design and performance of supported Lewis acid catalysts derived from metal contaminated biomass for Friedel-Crafts alkylation and acylation
Losfeld, Guillaume,Escande, Vincent,Vidal De La Blache, Paul,L'Huillier, Laurent,Grison, Claude
experimental part, p. 111 - 116 (2012/09/08)
The main goal of this work was to prove the interest of metal hyperaccumulator plants in supported Lewis acid catalysis. Friedel-Crafts alkylation and acylation reveal the great catalytic activity of different plant extracts. This approach is a green solution with chemical benefits including high yield, excellent regioselectivity, small amounts of catalyst, mild conditions and concrete perspectives towards the depletion of mineral resources. The results also constitute an incentive for the development of phytoextraction programs on metal-bearing soils.