Electrodes Functionalized with the 2,2,6,6-Tetramethylpiperidinyloxy Radical for the Waste-Free Oxidation of Alcohols

被引:40
作者
Ciriminna, Rosaria [1 ]
Palmisano, Giovanni [2 ]
Pagliaro, Mario [1 ]
机构
[1] CNR, Ist Studio Mat Nanostrutturati, I-90146 Palermo, Italy
[2] Masdar Inst Sci & Technol, Inst Ctr Water & Environm iWater, Dept Chem & Environm Engn, Abu Dhabi, U Arab Emirates
关键词
alcohols; electrochemistry; organocatalysis; oxidation; waste prevention; MEDIATED ELECTROOXIDATION; ORGANIC ELECTROSYNTHESIS; TEMPO;
D O I
10.1002/cctc.201402896
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Electrodes functionalised with the organocatalyst 2,2,6,6-tetramethylpiperidinyloxy (TEMPO) moiety hold great potential for the development of waste-free industrial synthesis of valuable carbonyl compounds using electrons and alcohols as the only reactants. Since the inception of the first active electrode in 1988, a number of different electrodes have been developed to the recent fastest TEMPO-mediated alcohol oxidation process ever reported. In addition to good activity and broad applicability to different substrates, the electrode stability is the crucial factor that will guide the adoption of this eminently clean technology by the fine chemical and pharmaceutical industry.
引用
收藏
页码:552 / 558
页数:7
相关论文
共 36 条
  • [1] Selective oxidation of carbohydrates on Nafion®-TEMPO-modified graphite felt electrodes
    Belgsir, EM
    Schäfer, HJ
    [J]. ELECTROCHEMISTRY COMMUNICATIONS, 2001, 3 (01) : 32 - 35
  • [2] TEMPO Mixed SAMs: Electrocatalytic Efficiency versus Surface Coverage
    Blanchard, Pierre-Yves
    Aleveque, Olivier
    Breton, Tony
    Levillain, Eric
    [J]. LANGMUIR, 2012, 28 (38) : 13741 - 13745
  • [3] Brown R. C. D., 2009, MICROFLUIDIC ELECTRO
  • [4] Chang S.- W. Tam-, 1998, STUDIES SURFACE SCI, V120, P917
  • [5] Industrial Oxidations with Organocatalyst TEMPO and Its Derivatives
    Ciriminna, Rosaria
    Pagliaro, Mario
    [J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2010, 14 (01) : 245 - 251
  • [6] deNooy AEJ, 1996, SYNTHESIS-STUTTGART, P1153
  • [7] Chemically modified electrodes: Recommended terminology and definitions (IUPAC recommendations 1997)
    Durst, RA
    Baumner, AJ
    Murray, RW
    Buck, RP
    Andrieux, CP
    [J]. PURE AND APPLIED CHEMISTRY, 1997, 69 (06) : 1317 - 1323
  • [8] Silica-supported TEMPO catalysts: Synthesis and application in the Anelli oxidation of alcohols
    Fey, T
    Fischer, H
    Bachmann, S
    Albert, K
    Bolm, C
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (24) : 8154 - 8159
  • [9] Role of the alkyl-alkoxide precursor on the structure and catalytic properties of hybrid sol-gel catalysts
    Fidalgo, A
    Ciriminna, R
    Ilharco, LM
    Pagliaro, M
    [J]. CHEMISTRY OF MATERIALS, 2005, 17 (26) : 6686 - 6694
  • [10] Foos J. S., Polypyrrole Containing Covalently Bound Redox Compound, Patent No. [US 4933394A, 4933394]