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Mildly thermally air or HNO 3 oxidized activated carbons catalyse oxidative dehydrogenative couplings of benzo[b]fused heteroaryl 2,2’‐dimers, e.g. , 2‐(benzofuran‐2‐yl)‐1 H ‐indole, to chiral 3,3’‐coupled cyclooctatetraenes or carbazole‐type migrative products under O 2 atmosphere. DFT calculations show that the radical cation and the Scholl‐type...
A simple “reagent-free” thermal air treatment turns active carbon into a mildly oxidized material with an increased quinoidic content that catalytically dehydrogenates saturated N-heterocycles to the corresponding aromatic compounds. Additional...
Novel approach with amide-tethered H-bond donor NHC ligands enabled Au(I)-catalysis via H-bonding. The plain NHC-Au(I)-Cl complex catalysed conversions of terminal N-propynamides to oxazolines, and enyne cycloisomerization with an acid additive, in DCM at RT. DFT calculations enlightened the function of the side-arm in the activation.
HNO3‐oxidized carbon nanotubes catalyze oxidative dehydrogenative (ODH) carbon‐carbon bond formation between electron‐rich (hetero)aryls with O2 as a terminal oxidant. The recyclable carbocatalytic method provides a convenient and an operationally easy synthetic protocol for accessing various benzofused homodimers, biaryls, triphenylenes and relate...
A photoreductive protocol utilizing [Ru(bpy)3]2+ photocatalyst, blue light LEDs, and ascorbic acid (AscH2) has been developed to reduce nitro N-heteroaryls to the corresponding anilines. Based on experimental and computational results and previous studies, we propose that the reaction proceeds via proton-coupled electron transfer between AscH2, pho...
The gold-catalyzed 1,3-O-transposition of ynones occurs intermolecularly via a cyclic organo-gold acetal intermediate formed from the nucleophilic oxo-attack of a second ynone i.e. either starting material or product, on a gold activated ynone. The combination of 1H NMR monitored kinetic data, analyzed using the Variable Time Normalization Analysis...