Bifunctional Platinum-Incorporated Polyoxoniobate Derived Catalyst for N-formylation of Piperidine Using CO2

被引：6

作者：

Chudatemiya, Vorakit ^{[1
]}

Kikkawa, Soichi ^{[1
,2
]}

Hirayama, Jun ^{[1
,2
]}

Takahata, Ryo ^{[3
]}

Teranishi, Toshiharu ^{[3
]}

Tamura, Masazumi ^{[4
]}

Yamazoe, Seiji ^{[1
,2
,5
]}

机构：

[1] Tokyo Metropolitan Univ, Grad Sch Sci, Dept Chem, 1-1 Minami Osawa, Hachioji, Tokyo 1920397, Japan

[2] Kyoto Univ, Elements Strategy Initiat Catalysts & Batteries E, Nishikyo Ku, 1-30 Goryo Ohara, Kyoto 6158245, Japan

[3] Kyoto Univ, Inst Chem Res, Uji, Kyoto 6110011, Japan

[4] Osaka Metropolitan Univ, Grad Sch Engn, Dept Appl Chem & Bioengn, Sumiyoshi Ku, 3-3-138 Sugimoto, Osaka 5588585, Japan

[5] Japan Sci & Technol Agcy JST, Precursory Res Embryon Sci & Technol PRESTO, Chiyoda Ku, 7 Gobancho, Tokyo 1020076, Japan

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 12卷 / 02期

关键词：

Bifunctional catalysis; N-formylation; Metal oxide cluster; CO2; utilization; Base catalyst; CARBON-DIOXIDE; CONVENIENT METHOD; AMINES; REDUCTION; H-2; BICARBONATES; DERIVATIVES; ACTIVATION; GENERATION; FIXATION;

D O I：

10.1002/ajoc.202200521

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alkaline salt of platinum-incorporated heteropolyoxoniobate [Pt(Nb6O19)(2)](12-) (Pt(Nb6)2) was fabricated and applied for N-formylation of various amines including piperidine under CO2 and H-2 atmosphere. Pt(Nb6)2 achieved the selective formation of 1-formylpiperidine, whereas the absence of Pt species, H-2, and CO2 resulted in a trace amount of the product. The structural characterization revealed that the sandwich-type structure of Pt(Nb6)2 was transformed into Pt nanoparticles incorporated with polyoxoniobates ([Nb6O19](8-)) on the NbOx bulk matrix (NbPOM-PtNPs/NbOx) under reaction conditions. The N-formylation of amines in the presence of CO2 and H-2 proceeded by the bifunctional NbPOM-PtNPs/NbOx where the basic sites of [Nb6O19](8-) and the redox property of Pt promoted the generation of formamides.

引用

页数：5

共 43 条

[1] Platinum polyoxoniobates
Abramov, P. A.
Vicent, C.
Kompankov, N. B.
Gushchin, A. L.
Sokolov, M. N.
[J]. CHEMICAL COMMUNICATIONS, 2015, 51 (19) : 4021 - 4023
[2] [Anonymous], 2015, ANGEW CHEM, V127, P10377
[3] [Anonymous], 2003, ANGEW CHEM, V115, P3379
[4] [Anonymous], 2010, ANGEW CHEM, V122, P9971
[5] Catalytic Hydrogenation of Carbon Dioxide and Bicarbonates with a Well-Defined Cobalt Dihydrogen Complex
Federsel, Christopher
Ziebart, Carolin
Jackstell, Ralf
Baumann, Wolfgang
Beller, Matthias
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (01) : 72 - 75
[6] A Well-Defined Iron Catalyst for the Reduction of Bicarbonates and Carbon Dioxide to Formates, Alkyl Formates, and Formamides
Federsel, Christopher
Boddien, Albert
Jackstell, Ralf
Jennerjahn, Reiko
Dyson, Paul J.
Scopelliti, Rosario
Laurenczy, Gabor
Beller, Matthias
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (50) : 9777 - 9780
[7] HETEROPOLYNIOBATE COMPLEXES OF MANGANESE(4) AND NICKEL(4)
FLYNN, CM
STUCKY, GD
[J]. INORGANIC CHEMISTRY, 1969, 8 (02) : 332 - &
[8] ARYLFORMAMIDINES WITH ANTINOCICEPTIVE PROPERTIES
GALL, M
MCCALL, JM
TENBRINK, RE
VONVOIGTLANDER, PF
MOHRLAND, JS
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (09) : 1816 - 1820
[9] A polymeric ionic liquid catalyst for the N-formylation and N-methylation of amines using CO2/PhSiH3
Gopakumar, Aswin
Lombardo, Loris
Fei, Zhaofu
Shyshkanov, Serhii
Vasilyev, Dmitry
Chidambaram, Arunraj
Stylianou, Kyriakos
Zuttel, Andreas
Dyson, Paul J.
[J]. JOURNAL OF CO2 UTILIZATION, 2020, 41
[10] Superior Base Catalysis of Group 5 Hexametalates [M6O19]8- (M = Ta, Nb) over Group 6 Hexametalates [M6O19]2- (M = Mo, W)
Hayashi, Shun
Sasaki, Naoto
Yamazoe, Seiji
Tsukuda, Tatsuya
[J]. JOURNAL OF PHYSICAL CHEMISTRY C, 2018, 122 (51) : 29398 - 29404

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