4 research outputs found
Effective Palladium-Catalyzed Hydroxycarbonylation of Aryl Halides with Substoichiometric Carbon Monoxide
A protocol
for the Pd-catalyzed hydroxycarbonylation of aryl
iodides, bromides, and chlorides has been developed using only 1–5
mol % of CO, corresponding to a <i>p</i><sub>CO</sub> as
low as 0.1 bar. Potassium formate is the only stoichiometric reagent,
acting as a mildly basic nucleophile and a reservoir of CO. The substoichiometric
CO could be delivered to the reaction from an acyl-Pd(II) precatalyst,
which provides both the CO and an active catalyst, and thereby obviates
the need for handling a toxic gas
Silacarboxylic Acids as Efficient Carbon Monoxide Releasing Molecules: Synthesis and Application in Palladium-Catalyzed Carbonylation Reactions
Silacarboxylic acids have been demonstrated to be easy to handle, air-stable carbon monoxide precursors. Different silacarboxylic acids were synthesized from the corresponding chlorosilanes and carbon dioxide, and their decarbonylation, upon treatment with an array of activators, was evaluated. The release of CO from crystalline MePh<sub>2</sub>SiCO<sub>2</sub>H proved to be highly efficient, and it was successfully applied in a selection of palladium-catalyzed carbonylative couplings using near-stoichiometric quantities of carbon monoxide precursor. Finally, the synthesis of MePh<sub>2</sub>Si<sup>13</sup>CO<sub>2</sub>H and its application in carbonyl labeling of two bioactive compounds was demonstrated
Two-Chamber Hydrogen Generation and Application: Access to Pressurized Deuterium Gas
Hydrogen
and deuterium gas were produced and directly applied in
a two-chamber system. These gaseous reagents were generated by the
simple reaction of metallic zinc with HCl in water for H<sub>2</sub> and DCl in deuterated water for D<sub>2</sub>. The setup proved
efficient in classical Pd-catalyzed reductions of ketones, alkynes,
alkenes, etc. in near-quantitative yields. The method was extended
to the synthesis and isotope labeling of quinoline and 1,2,3,4-tetrahydroquinoline
derivatives. Finally, CX-546 and Olaparib underwent efficient Ir-catalyzed
hydrogen isotope exchange reactions