Selective Photocatalytic Oxidation of Benzyl Amine by O2 into N-benzylidenebenzylamine on TiO2 Using Visible Light

被引：0

作者：

Higashimoto, Shinya ^{[1
]}

Hatada, Yoshiaki ^{[1
]}

Ishikawa, Ryo ^{[1
]}

Azuma, Masashi ^{[1
]}

Sakata, Yoshihisa ^{[2
]}

Kobayashi, Hisayoshi ^{[3
]}

机构：

[1] Osaka Inst Technol, Coll Engn, Asahi Ku, Osaka 5358585, Japan

[2] Yamaguchi Univ, Grad Sch Sci & Engn, Ube, Yamaguchi 7558611, Japan

[3] Kyoto Inst Technol, Dept Chem & Mat Technol, Sakyo Ku, Kyoto 6068585, Japan

来源：

CURRENT ORGANIC CHEMISTRY | 2013年 / 17卷 / 21期

关键词：

Apparent quantum yields; Benzyl amine; DFT calculation; N-benzylidenebenzylamine; Selective photocatalytic oxidation; Titanium dioxide; Visible light; ONE-POT SYNTHESIS; CORRESPONDING ALDEHYDES; AEROBIC OXIDATION; MOLECULAR-OXYGEN; ALCOHOLS; IMINES; IRRADIATION; DEHYDROGENATION; EFFICIENT; SECONDARY;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This paper deals with the photocatalytic oxidation of benzyl amine by O-2 on TiO2 under visible light irradiation, and it was found that the benzyl amine is selectively converted into N-benzylidenebenzylamine with high conversion (>80 %). The origin of visible light response is not due to the band-gap transition of TiO2, but to the excitation of the charge transfer surface complex constructed by the interaction of benzyl amine with the TiO2 surface, as characterized by spectroscopic analysis such as UV-Vis, FT-IR and DFT calculations. Moreover, investigations of the role of the surface OH groups on TiO2, the electron-transfer from the surface complex as well as kinetic studies provided insight into the reaction mechanisms.

引用

页码：2374 / 2381

页数：8

共 35 条

[21] ITERATIVE MINIMIZATION TECHNIQUES FOR ABINITIO TOTAL-ENERGY CALCULATIONS - MOLECULAR-DYNAMICS AND CONJUGATE GRADIENTS
PAYNE, MC
TETER, MP
ALLAN, DC
ARIAS, TA
JOANNOPOULOS, JD
[J]. REVIEWS OF MODERN PHYSICS, 1992, 64 (04) : 1045 - 1097
[22] Perdew JP, 1997, PHYS REV LETT, V78, P1396, DOI 10.1103/PhysRevLett.77.3865
[23] Perdew P., 1997, PHYS REV LETT, V78, P1396
[24] α,β-Unsaturated imines via Ru-catalyzed coupling of allylic alcohols and amines
Rigoli, Jared W.
Moyer, Sara A.
Pearce, Simon D.
Schomaker, Jennifer M.
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (09) : 1746 - 1749
[25] SAWYER DT, 1996, ELECTROCHEMISTRY CHE
[26] Selective organic transformations on titanium oxide-based photocatalysts
Shiraishi, Yasuhiro
Hirai, Takayuki
[J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 2008, 9 (04) : 157 - 170
[27] Silverstein RM., 1992, SPECTROMETRIC IDENTI, V30, P364, DOI [10.1002/mrc.1260300417, DOI 10.1002/MRC.1260300417]
[28] Influence of the OH groups on the photocatalytic activity and photoinduced hydrophilicity of microwave assisted sol-gel TiO2 film
Simonsen, Morten E.
Li, Zheshen
Sogaard, Erik G.
[J]. APPLIED SURFACE SCIENCE, 2009, 255 (18) : 8054 - 8062
[29] Tandem catalysis: Direct catalytic synthesis of imines from alcohols using manganese octahedral molecular sieves
Sithambaram, Shanthakumar
Kumar, Ranjit
Son, Young-Chan
Suib, Steven L.
[J]. JOURNAL OF CATALYSIS, 2008, 253 (02) : 269 - 277
[30] Selective imine formation from alcohols and amines catalyzed by polymer incarcerated gold/palladium alloy nanoparticles with molecular oxygen as an oxidant
Soule, Jean-Francois
Miyamura, Hiroyuki
Kobayashi, Shu
[J]. CHEMICAL COMMUNICATIONS, 2013, 49 (04) : 355 - 357

← 1 2 3 4 →