34123-86-9Relevant articles and documents
Efficient construction of C–C bonds from aryl halides/aryl esters with arylboronic acids catalysed by palladium(II) thiourea complexes
Thimma Sambamoorthy, Manikandan,Rengan, Ramesh,Jan Grzegorz, Malecki
, (2019/11/03)
A new set of palladium(II) complexes comprising phenyl(thiazolyl)thiourea ligands have been successfully synthesized and characterized with the aid of analytical as well as spectral (IR, UV–visible and NMR) methods. A distorted square-planar geometry with N^S coordination mode of thiourea ligands in the new palladium complexes was corroborated by single-crystal X-ray diffraction methods. Interestingly, the palladium(II) thiourea complexes showed the highest catalytic activity with 0.1 mol% catalyst loading in Suzuki–Miyaura cross-coupling reactions utilizing a range of aryl bromides/unactivated aryl chlorides with arylboronic acids as coupling partners in aqueous–organic media. Syntheses of diaryl ketones using aryl esters and arylboronic acids as coupling partners were also achieved with low catalyst loading within 20 h. The potential of our catalyst was demonstrated by its wide substrate scope, low catalyst loadings and high isolated yield. Moreover, the influences of key parameters like solvent, base, temperature and catalyst loading were also investigated.
Palladium(ii) thiocarboxamide complexes: Synthesis, characterisation and application to catalytic Suzuki coupling reactions
Sindhuja, Elangovan,Ramesh, Rengan,Liu, Yu
experimental part, p. 5351 - 5361 (2012/05/20)
A simple route to synthesise palladium(ii) complexes from the reaction of N-substituted pyridine-2-thiocarboxamide ligands and PdCl2(PPh 3)2 has been developed. The new complexes are very soluble in common solvents and have been fully characterised (elemental analysis, FT-IR, 1H, 31P, 13C-NMR), including an X-ray diffraction analysis. The molecular structures of all the complexes were determined and reveal the presence of square planar geometry around Pd with little distortion. The complexes were tested in the Suzuki coupling of electronically deactivated aryl and heteroaryl bromides and were found to have much greater activity, without using any promoting additives or phase transfer agent under aerobic conditions. Higher reaction rates are obtained by varying R substituents on the aromatic ring of pyridine-2-thiocarboxamide. The effect of other variables on the cross-coupling reaction, such as temperature, solvent and base, is also reported.
Potent inhibitors of farnesyltransferase and geranylgeranyltransferase-I
Nguyen, Diem N.,Stump, Craig A.,Walsh, Eileen S.,Fernandes, Christine,Davide, Joseph P.,Ellis-Hutchings, Michelle,Robinson, Ronald G.,Williams, Theresa M.,Lobell, Robert B.,Huber, Hans E.,Buser, Carolyn A.
, p. 1269 - 1273 (2007/10/03)
Compound 1 has been shown to be a dual prenylation inhibitor with FPTase (IC50=2 nM) and GGPTase-I (IC50=95 nM). Analogues of 1, which replaced the cyanophenyl group with various biaryls, led to the discovery of highly potent dual FPTase/GGPTase-I inhibitors. 4-Trifluoromethylphenyl, trifluoropentynyl, and trifluoropentyl were identified as good p-cyano replacements.
