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Chemoselective Hydrogenation of Functionalized Nitroarenes and Imines by Using Carbon Nanofiber‐Supported Iridium Nanoparticles
Author(s) -
Motoyama Yukihiro,
Taguchi Masahiro,
Desmira Nelfa,
Yoon SeongHo,
Mochida Isao,
Nagashima Hideo
Publication year - 2014
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201301184
Subject(s) - carbon nanofiber , iridium , aniline , catalysis , chemoselectivity , nanoparticle , chemistry , materials science , polymer chemistry , organic chemistry , nanotechnology
The reaction of three types of carbon nanofibers (CNFs; platelet: CNF‐P, tubular: CNF‐T, herringbone: CNF‐H) with Ir 4 (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 H 2 , and the catalyst is reusable. Ir/CNF‐T was also effective for the reductive N ‐alkylation of anilines with carbonyl compounds.