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Chemoselective Hydrogenation of Functionalized Nitroarenes and Imines by Using Carbon Nanofiber‐Supported Iridium Nanoparticles
Authors:Prof. Dr. Yukihiro Motoyama  Masahiro Taguchi  Dr. Nelfa Desmira  Prof. Dr. Seong‐Ho Yoon  Prof. Dr. Isao Mochida  Prof. Dr. Hideo Nagashima
Affiliation:1. Toyota Technological Institute, Nagoya, Aichi 468‐8511 (Japan), Fax: (+81)?52‐809‐1721;2. Graduate School of Engineering Sciences, Kyushu University, Kasuga, Fukuoka 816‐8580 (Japan);3. Institute for Materials Chemistry and Engineering, Kyushu University, Kasuga, Fukuoka 816‐8580 (Japan)
Abstract:The reaction of three types of carbon nanofibers (CNFs; platelet: CNF‐P, tubular: CNF‐T, herringbone: CNF‐H) with Ir4(CO)12 in mesitylene at 165 °C provided the corresponding CNF‐supported iridium nanoparticles, Ir/CNFs (Ir content=2.3–2.6 wt. %). Transmission electron microscopy (TEM) studies of these Ir/CNF samples revealed that size‐controlled Ir nanoparticles (average particle size of 1.1–1.5 nm) existed on the CNFs. Among the three Ir/CNF samples, Ir/CNF‐T showed an excellent catalytic activity and chemoselectivity towards hydrogenation of functionalized nitroarenes and imines; the corresponding aniline derivatives were obtained with high turnover numbers at ambient temperature under 10 atm of H2, and the catalyst is reusable. Ir/CNF‐T was also effective for the reductive N‐alkylation of anilines with carbonyl compounds.
Keywords:carbon nanofibers  heterogeneous catalysis  hydrogenation  imines  nitroarenes
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