Solvent effects in heterogeneous selective hydrogenation of acetophenone: differences between Rh/C and Rh/Al2O3 catalysts and the superiority of water as a functional solvent

Yoshida, Hiroshi; Onodera, Yuichi; Fujita, Shin-ichiro; Kawamori, Hiroki; Arai, Masahiko

Solvent effects in heterogeneous selective hydrogenation of acetophenone: differences between Rh/C and Rh/Al2O3 catalysts and the superiority of water as a functional solvent

Yoshida, Hiroshi; Onodera, Yuichi; Fujita, Shin-ichiro et al.

Green Chemistry, 2015, 17(3), 1877-1883

Permalink : https://hdl.handle.net/2115/60514

このアイテムのアクセス数:1,212件（2026-08-17 14:48 集計）

閲覧可能ファイル

ファイル	フォーマット	サイズ	閲覧回数	説明
Arai-GC17(3)	pdf	586 KB	1,938

論文情報

ファイル出力 EndNote Basic出力 Mendeley出力

アクセス権	open access
URI	https://hdl.handle.net/2115/60514
タイトル	Solvent effects in heterogeneous selective hydrogenation of acetophenone: differences between Rh/C and Rh/Al2O3 catalysts and the superiority of water as a functional solvent
著者	Yoshida, Hiroshi ; Onodera, Yuichi ; Fujita, Shin-ichiro ; Kawamori, Hiroki ; Arai, Masahiko
著者名 Yoshida, Hiroshi
著者名 Onodera, Yuichi
著者名 Fujita, Shin-ichiro
著者名 Kawamori, Hiroki
e-Rad_Researcher 60125490 著者名 Arai, Masahiko
言語	英語
キーワード	hydrogenation
	acetophenone
	solvent effects
	water
発行日	2015-03-01
出版者	ROYAL SOC CHEMISTRY
収録物名	Green Chemistry
巻(号)	17(3)
ページ	1877-1883
抄録	Selective hydrogenation of acetophenone (AP) to 1-phenylethanol (PhE) was investigated over Rh/Al2O3 and Rh/C catalysts in 13 solvents including water and conventional organic solvents. Strong solvent effects on the overall rate of AP conversion were observed in different manners depending on the catalysts used. The conversion obtained is correlated with hydrogen-bond-donation (HBD) capability for Rh/C but with hydrogen-bond-acceptance (HBA) capacity for Rh/Al2O3. The solvent effects should result from interactions between the carbonyl group of AP and the solvent molecules through hydrogen bonding for Rh/C and from those between the solvent molecules and the catalyst surface for Rh/Al2O3 having HBD hydroxyl groups on its surface. Water is the most effective functional solvent in the selective hydrogenation of AP for C and Al2O3-supported Rh catalysts due to its high HBD capability (a) and low HBA capability (beta), respectively. For the hydrogenation with Rh/Al2O3 in water, its large polarity/polarizability index (pi*) may contribute to the high selectivity to PhE.
資源タイプ	学術雑誌論文
出版タイプ	Accepted Manuscript
PISSN	1463-9262
関連情報 (isVersionOf)	出版社版DOI https://doi.org/10.1039/c4gc02211d