138308-77-7Relevant academic research and scientific papers
Hydrolysis of imidazolidine ligands mediated by CuII: Mononuclear, tetranuclear and 1D CuII-amine complexes
Fondo, Matilde,Doejo, Jesús,García-Deibe, Ana M.,Sanmartín, Jesús,González-Bello, Concepción,Vicente, Ramón
, p. 49 - 58 (2015)
Abstract The potential ability of HL1 [2-(1,3-dimethylimidazolidin-2-yl)phenol] and H3L2 [2,2′-(2-(2-hydroxyphenyl)imidazolidin-1,3-diyl)diethanol] to act as ligands towards copper(II) was tested under different reaction c
Synthesis of Benzofuranones via Palladium-Catalyzed Intramolecular Alkoxycarbonylation of Alkenylphenols
Hirschbeck, Vera,Fleischer, Ivana
supporting information, p. 2854 - 2857 (2018/02/06)
Herein, a new catalytic system to synthesize benzofuranones is reported. A palladium-catalyzed intramolecular alkoxycarbonylation is employed to generate 3-substituted-benzofuran-2(3H)-ones from alkenylphenols under mild reaction conditions, linked to an ex situ formation of CO from N-formylsaccharin. The carefully chosen catalytic system enables an efficient reaction with a novel functional group tolerance, despite the high polymerization tendency of the starting material.
The unexpected role of pyridine-2-carboxylic acid in manganese based oxidation catalysis with pyridin-2-yl based ligands
Pijper, Dirk,Saisaha, Pattama,De Boer, Johannes W.,Hoen, Rob,Smit, Christian,Meetsma, Auke,Hage, Ronald,Van Summeren, Ruben P.,Alsters, Paul L.,Feringa, Ben L.,Browne, Wesley R.
supporting information; experimental part, p. 10375 - 10381 (2011/01/09)
A number of manganese-based catalysts employing ligands whose structures incorporate pyridyl groups have been reported previously to achieve both high turnover numbers and selectivity in the oxidation of alkenes and alcohols, using H2O2 as terminal oxidant. Here we report our recent finding that these ligands decompose in situ to pyridine-2-carboxylic acid and its derivatives, in the presence of a manganese source, H2O 2 and a base. Importantly, the decomposition occurs prior to the onset of catalysed oxidation of organic substrates. It is found that the pyridine-2-carboxylic acid formed, together with a manganese source, provides for the observed catalytic activity. The degradation of this series of pyridyl ligands to pyridine-2-carboxylic acid under reaction conditions is demonstrated by 1H NMR spectroscopy. In all cases the activity and selectivity of the manganese/pyridyl containing ligand systems are identical to that observed with the corresponding number of equivalents of pyridine-2-carboxylic acid; except that, when pyridine-2-carboxylic acid is used directly, a lag phase is not observed and the efficiency in terms of the number of equivalents of H 2O2 required decreases from 6-8 equiv. with the pyridin-2-yl based ligands to 1-1.5 equiv. with pyridine-2-carboxylic acid.
Regio- and enantioselective intermolecular hydroacylation: Substrate-directed addition of salicylaldehydes to homoallylic sulfides
Coulter, Matthew M.,Kou, Kevin G. M.,Galligan, Baye,Dong, Vy M.
supporting information; experimental part, p. 16330 - 16333 (2011/02/23)
We report a Rh-catalyzed, regio- and enantioselective intermolecular olefin hydroacylation under mild conditions. Hydroacylations between homoallylic sulfides, containing a substrate-bound directing group, and salicylaldehyde derivatives occur in the presence of a spiro-phosphoramidite ligand, (R)-SIPHOS-PE, to give α-branched ketones in >20:1 selectivity and up to 97% ee. Our conditions are also applicable to the asymmetric intermolecular hydroacylation of 1,2-disubstituted olefins.
