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Heterogeneous Meerwein‐Ponndorf‐Verley–type Reduction of Aromatic Aldehydes Having Other Reducible Functional Groups over a TiO 2 Photocatalyst
Author(s) -
Fukui Makoto,
Kouda Hideki,
Tanaka Atsuhiro,
Hashimoto Keiji,
Kominami Hiroshi
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201602018
Subject(s) - chemistry , photocatalysis , benzyl alcohol , adsorption , alcohol , metal , oxide , titanium oxide , titanium , combinatorial chemistry , inorganic chemistry , organic chemistry , catalysis
Chemoselective reduction of benzaldehydes having other reducible functional groups without the use of a reducing agent such as metal hydrides is important because metal hydrides simultaneously produce a large amount of undesirable waste containing metal compounds. Here we report that a titanium(IV) oxide (TiO 2 ) photocatalyst is effective for heterogeneous Meerwein‐Ponndorf‐Verley (MPV)‐type reduction of various benzaldehydes having reducible functional groups to corresponding benzyl alcohols at room temperature under a metal‐free condition. We also investigated the effects of physical properties of TiO 2 samples on chemoselective reduction of p ‐chlorobenzaldehyde (CBAD) to p ‐chlorobenzyl alcohol (CBAO) and we observed a linear correlation between the amount of CBAD adsorbed and the rate of CBAO formation, suggesting that ability of TiO 2 for CBAD adsorption is one of the key factors for effective MPV‐type reduction of CBAD to CBAO.