Hydrogenation of benzothiophene-free naphthalene over charcoal-supported metal catalysts in supercritical carbon dioxide solvent

作者: Norihito Hiyoshi , Mitsumasa Osada , Chandrashekar V. Rode , Osamu Sato , Masayuki Shirai

DOI: 10.1016/J.APCATA.2007.05.020

关键词: TetralinRhodiumNaphthaleneCatalysisChemistryDecalinBenzothiopheneSupercritical carbon dioxideRutheniumOrganic chemistry

摘要: Abstract Hydrogenation of benzothiophene-free naphthalene was examined over various transition metal (rhodium, ruthenium, palladium, and platinum) catalysts supported on charcoal in supercritical carbon dioxide (scCO 2 ) solvent at low temperature (313 K). Among these, a charcoal-supported rhodium catalyst found to be the most active, while ruthenium give highest cis -decahydronaphthalene ( -decalin) selectivity. A systematic investigation hydrogenations tetrahydronaphthanele (tetralin) scCO revealed that hydrogenation is consecutive - trans -decalin were formed via tetralin.

参考文章(13)
Norihito Hiyoshi, Chandrashekhar V. Rode, Osamu Sato, Masayuki Shirai, Hydrogenation of Biphenyl over Charcoal-supported Metal Catalysts under Supercritical Carbon Dioxide Journal of The Japan Petroleum Institute. ,vol. 47, pp. 410- 411 ,(2004) , 10.1627/JPI.47.410
Antonymuthu Stanislaus, Barry H. Cooper, Aromatic Hydrogenation Catalysis: A Review Catalysis Reviews-science and Engineering. ,vol. 36, pp. 75- 123 ,(1994) , 10.1080/01614949408013921
Shinya Hodoshima, Shigeki Takaiwa, Atsushi Shono, Kazumi Satoh, Yasukazu Saito, Hydrogen storage by decalin/naphthalene pair and hydrogen supply to fuel cells by use of superheated liquid-film-type catalysis Applied Catalysis A-general. ,vol. 283, pp. 235- 242 ,(2005) , 10.1016/J.APCATA.2005.01.010
Norihito Hiyoshi, Chandrashekhar V. Rode, Osamu Sato, Masayuki Shirai, Biphenyl hydrogenation over supported transition metal catalysts under supercritical carbon dioxide solvent Applied Catalysis A-general. ,vol. 288, pp. 43- 47 ,(2005) , 10.1016/J.APCATA.2005.04.021
Norihito Hiyoshi, Ritsuko Miura, Chandrashekhar V. Rode, Osamu Sato, Masayuki Shirai, Enhanced Selectivity to Decalin in Naphthalene Hydrogenation under Supercritical Carbon Dioxide Chemistry Letters. ,vol. 34, pp. 424- 425 ,(2005) , 10.1246/CL.2005.424
Marco Burgener, Davide Ferri, Jan-Dierk Grunwaldt, Tamas Mallat, Alfons Baiker, Supercritical carbon dioxide: an inert solvent for catalytic hydrogenation? Journal of Physical Chemistry B. ,vol. 109, pp. 16794- 16800 ,(2005) , 10.1021/JP0521353
N HIYOSHI, E MINE, C RODE, O SATO, M SHIRAI, Low temperature hydrogenation of tetralin over supported rhodium catalysts in supercritical carbon dioxide solvent Applied Catalysis A-general. ,vol. 310, pp. 194- 198 ,(2006) , 10.1016/J.APCATA.2006.05.040
Takafumi Sato, Chandrashekhar V. Rode, Osamu Sato, Masayuki Shirai, Hydrogenation of isophorone with noble metal catalysts in supercritical carbon dioxide Applied Catalysis B-environmental. ,vol. 49, pp. 181- 185 ,(2004) , 10.1016/J.APCATB.2003.12.010
Norihito Hiyoshi, Eiichi Mine, Chandrashekhar V. Rode, Osamu Sato, Masayuki Shirai, Stereoselective Hydrogenation of Tetralin to cis-Decalin over a Carbon-supported Rhodium Catalyst in Supercritical Carbon Dioxide Solvent Chemistry Letters. ,vol. 35, pp. 188- 189 ,(2006) , 10.1246/CL.2006.188
Petri A. Rautanen, Mikko S. Lylykangas, Juhani R. Aittamaa, A. Outi I. Krause, Liquid-Phase Hydrogenation of Naphthalene and Tetralin on Ni/Al2O3: Kinetic Modeling Industrial & Engineering Chemistry Research. ,vol. 41, pp. 5966- 5975 ,(2002) , 10.1021/IE020395Q