The simple preparative method for a novel palladium supported on boron nitride catalyst (Pd/BN) was accomplished. Pd/BN is widely applicable for the semihydrogenation of mono-as well as disubstituted alkynes to furnish the corresponding alkenes in the presence of diethylenetri-A C H T U N G T R E N N U N G amine (DETA), which exhibits both an unprecedented acceleration effect toward the semihydrogenation and a suppression effect with regard to the overhydrogenation to alkanes.

The efficient and catalytic dehydrogenation of alcohols is a clean approach for preparing carbonyl compounds accompanied only by the generation of hydrogen gas. We have accomplished the heterogeneous rhodium-on-carbon catalyzed dehydrogenation of secondary, as well as primary, alcohols to the corresponding ketones and carboxylic acids in water under basic conditions. † Electronic supplementary information (ESI) available: The typical procedure, the reusability tests of the catalyst, the ICP-OES results of metal leaching and the spectroscopic data of the products are depicted. See

We have developed a platinum on carbon-isopropyl alcohol-catalyzed and widely applicable defluorination method for fluoroarenes, and the addition of water and sodium carbonate efficiently accelerated the reaction. The defluorination readily occurred under the reaction conditions in comparison with the dehalogenation of other aromatic halides (fluorine > chlorine > bromine @ iodine).

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A wide range of aryl boronic 1,1,2,2-tetraethylethylene glycol esters [ArB­(Epin)­s] were readily synthesized. Purifying aryl boronic esters by conventional silica gel chromatography is generally challenging; however, these introduced derivatives are easily purified on silica gel and isolated in excellent yields. We subjected the purified ArB­(Epin) to Suzuki–Miyaura couplings, which provided higher yields of the desired biaryl products than those obtained using the corresponding aryl boronic acids or pinacol esters.

Arene nuclei efficiently underwent the hydrogen (H)−deuterium (D) exchange reaction catalyzed by platinum group metals on carbon in a mixed solvent of 2-propanol and D 2 O at room temperature to produce deuterium-labeled arenes. Platinum on carbon (Pt/C) and iridium on carbon (Ir/C) were applicable catalysts, and the various arenes bearing a carbonyl group, fluorine, phenolic hydroxy group, amino group, or phosphonic acid on the aromatic nucleus were effectively deuterated. Nonheating conditions are valuable for the scalable industrial preparation.

An efficient and simple deuteration method of arenes using the platinum on carbon-isopropyl alcohol-cyclohexane-deuterium oxide combination under hydrogen gas-free conditions was accomplished. Since the hydrogen-deuterium exchange reaction cannot be promoted without isopropyl alcohol, zerovalent platinum metal (on carbon) is self-activated by the in situ-generated very low amount of hydrogen or hydrogen-deuterium gas derived from isopropyl alcohol or isopropyl alcohol-d 1 . Deuterium-labeled compounds with high deuterium contents can be easily isolated by the filtration of platinum on carbon and simple extraction. The present hydrogen gas-free method is safe from the viewpoint of process chemistry and various arenes possessing a variety of reducible functionalities within the molecule could be effectively and directly deuterium-labeled without undesired reduction.

Microwave-assisted continuous-flow reactions have attracted significant interest from synthetic organic chemists, especially process chemists from practical points of view, due to a less complicated shift to large-scale synthesis based on simple and continuous access to products with low energy requirements. In this personal account, we focused on the Suzuki-Miyaura and Mizoroki-Heck reactions, both of which are significantly important cross-coupling reactions for the synthesis of various functional materials. Microwave power is effective for heating. Typical homogeneous palladium catalysts, such as PdCl (PPh ) , Pd(PPh ) , and Pd(OAc) , as well as heterogeneous palladium catalysts, such as Pd-film, Pd/Al O , Pd/SiO , and Pd supported on polymers, can be used for these reactions.