Deoxygenation of carbonyl compounds using an alcohol as an efficient reducing agent catalyzed by oxo-rhenium complexes

被引：27
作者：
Bernardo, Joana R. [1 ]
Fernandes, Ana C. [1 ]
机构：
[1] Univ Lisbon, Inst Super Tecn, Ctr Quim Estrutural, Av Rovisco Pais, P-1049001 Lisbon, Portugal
来源：
GREEN CHEMISTRY | 2016年 / 18卷 / 09期
关键词：
PYRIDINE N-OXIDES; REDUCTIVE DEOXYGENATION; AROMATIC KETONES; ARYL KETONES; HIGHLY EFFICIENT; CHEMOSELECTIVE REDUCTION; DEOXYDEHYDRATION; SULFOXIDES; ALKENES; BIOMASS;
D O I：
10.1039/c5gc02777b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
This work describes the first methodology for the deoxygenation of carbonyl compounds using an alcohol as a green solvent/reducing agent catalyzed by oxo-rhenium complexes. The system 3-pentanol/ReOCl3(SMe2)(OPPh3) was successfully employed in the deoxygenation of several aryl ketones to the corresponding alkenes and also in the deoxygenation of aryl aldehydes to alkanes with moderate to excellent yields. The catalyst ReOCl3(SMe2)(OPPh3) can also be used in several catalytic cycles with good activity.
引用
收藏
页码：2675 / 2681
页数：7
相关论文
共 55 条
  • [1] RECENT APPLICATIONS OF THE SHAPIRO REACTION
    ADLINGTON, RM
    BARRETT, AGM
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1983, 16 (02) : 55 - 59
  • [2] Wolff-Kishner reduction reactions using a solar irradiation heat source and a green solvent system
    Agee, Brian M.
    Mullins, Gene
    Biernacki, Joseph J.
    Swartling, Daniel J.
    [J]. GREEN CHEMISTRY LETTERS AND REVIEWS, 2014, 7 (04) : 383 - 392
  • [3] Sulfite-Driven, Oxorhenium-Catalyzed Deoxydehydration of Glycols
    Ahmad, Irshad
    Chapman, Garry
    Nicholas, Kenneth M.
    [J]. ORGANOMETALLICS, 2011, 30 (10) : 2810 - 2818
  • [4] Bimetallic catalysts for upgrading of biomass to fuels and chemicals
    Alonso, David Martin
    Wettstein, Stephanie G.
    Dumesic, James A.
    [J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (24) : 8075 - 8098
  • [5] Efficient hydrodeoxygenation of biomass-derived ketones over bifunctional Pt-polyoxometalate catalyst
    Alotaibi, Mshari A.
    Kozhevnikova, Elena F.
    Kozhevnikov, Ivan V.
    [J]. CHEMICAL COMMUNICATIONS, 2012, 48 (57) : 7194 - 7196
  • [6] Arterburn JB, 2002, HELV CHIM ACTA, V85, P3225, DOI 10.1002/1522-2675(200210)85:10<3225::AID-HLCA3225>3.0.CO
  • [7] 2-H
  • [8] Rhenium catalyzed sulfoxide reduction
    Arterburn, JB
    Perry, MC
    [J]. TETRAHEDRON LETTERS, 1996, 37 (44) : 7941 - 7944
  • [9] Catalytic Deoxydehydration of Glycols with Alcohol Reductants
    Boucher-Jacobs, Camille
    Nicholas, Kenneth M.
    [J]. CHEMSUSCHEM, 2013, 6 (04) : 597 - 599
  • [10] Reduction of sulfoxides catalyzed by oxo-complexes
    Cabrita, Ivania
    Sousa, Sara C. A.
    Fernandes, Ana C.
    [J]. TETRAHEDRON LETTERS, 2010, 51 (47) : 6132 - 6135
123456