1,1,1,3,3,3-hexafluoropropan-2-ol (HFP) as a solvent for electrochemistry

被引:16
作者
Eberson, L [1 ]
Hartshorn, MP [1 ]
McCullough, JJ [1 ]
Persson, O [1 ]
Radner, F [1 ]
机构
[1] Univ Lund, Dept Chem, S-22100 Lund, Sweden
来源
ACTA CHEMICA SCANDINAVICA | 1998年 / 52卷 / 08期
关键词
D O I
10.3891/acta.chem.scand.52-1024
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
1,1,1,3,3,3-Hexafluoropropan-2-ol (HFP) is a non-nucleophilic and highly polar solvent with strongly solvating ability toward nucleophiles, especially anionic ones. This combination of properties makes HFP a favourable solvent for electrode reactions in which stabilization of radical cations is required, or where anion participation is not desirable. Examples of successful applications are described for aromatic and heteroaromatic compounds, nitrones, anions, or halogens and halogen-containing compounds. A special case is electropolymerization to give conducting polymers, where the generally lower reactivity of radical cations in HFP leads to qualitatively different behaviour, e.g. formation of a dehydrodimer radical cation from fluoroanthene in HFP as compared to the formation of a conducting polymer in acetonitrile.
引用
收藏
页码:1024 / 1028
页数:5
相关论文
共 50 条
  • [21] Hypervalent iodine-induced oxidative nucleophilic additions to alkenes: A novel acetoxy thiocyanation reaction in 1,1,1,3,3,3-hexafluoropropan-2-ol
    DeMico, A
    Margarita, R
    Mariani, A
    Piancatelli, G
    CHEMICAL COMMUNICATIONS, 1997, (13) : 1237 - 1238
  • [22] GENERATION OF SOLUTIONS OF HIGHLY PERSISTENT RADICAL CATIONS BY 4-TOLYLTHALLIUM(III) BIS(TRIFLUOROACETATE) IN 1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL
    EBERSON, L
    HARTSHORN, MP
    PERSSON, O
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (11) : 1131 - 1132
  • [23] EXCESS MOLAR GIBBS ENERGIES OF MIXING OF WATER AND 1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL MIXTURES AT 298.15-K - COMPARISON OF THERMODYNAMIC PROPERTIES AND INVERSE KIRKWOOD-BUFF INTEGRAL-FUNCTIONS FOR BINARY AQUEOUS MIXTURES FORMED BY ETHANOL, PROPAN-2-OL, 2,2,2-TRIFLUOROETHANOL AND 1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL
    BLANDAMER, MJ
    BURGESS, J
    COONEY, A
    COWLES, HJ
    HORN, IM
    MARTIN, KJ
    MORCOM, KW
    WARRICK, P
    JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1990, 86 (12): : 2209 - 2213
  • [24] THE SOLVOLYSIS OF 3-CYCLOOCTATETRAENYLPROPYL AND 4-CYCLOOCTATETRAENYLBUTYL PARA-NITROBENZENESULFONATES IN 2,2,2-TRIFLUOROETHANOL AND 1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL
    FERBER, PH
    GREAM, GE
    WAGNER, RD
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1980, 33 (07) : 1569 - 1588
  • [25] Solubility of nonpolar gases in 2,2,2-trifluoroethanol and 1,1,1,3,3,3-hexafluoropropan-2-ol at several temperatures and 101.33 kPa partial pressure of gas
    Sánchez, MA
    Mainar, AM
    Pardo, JI
    López, MC
    Urieta, JS
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 2001, 79 (10): : 1460 - 1465
  • [26] Solubility of nonpolar gases in 2,2,2-trifluoroethanol and 1,1,1,3,3,3-hexafluoropropan-2-ol at several temperatures and 101.33 kPa partial pressure of gas
    Sánchez, M.A.
    Mainar, A.M.
    Pardo, J.I.
    López, M.C.
    Urieta, J.S.
    Canadian Journal of Chemistry, 2001, 79 (10) : 1460 - 1465
  • [27] Persistent radical cation solutions from the reaction between aromatics and bromine, chlorine or iodine chloride in 1,1,1,3,3,3-hexafluoropropan-2-ol at room temperature
    Eberson, L
    Hartshorn, MP
    Radner, F
    Persson, O
    CHEMICAL COMMUNICATIONS, 1996, (02) : 215 - 216
  • [28] TIN OXIDE SURFACES .21. INFRARED STUDY OF THE CHEMISORPTION OF 2,2,2-TRIFLUOROETHANOL, 1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL, 1,1,1-TRIFLUOROPROPAN-2-ONE, 1,1,1,3,3,3-HEXAFLUOROPROPAN-2-ONE AND TRIFLUOROACETIC-ACID ON TIN(IV) OXIDE GEL
    HARRISON, PG
    GUEST, A
    JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1991, 87 (12): : 1929 - 1934
  • [29] Metal- and Reagent-Free Dehydrogenative Formal Benzyl-Aryl Cross-Coupling by Anodic Activation in 1,1,1,3,3,3-Hexafluoropropan-2-ol
    Imada, Yasushi
    Roeckl, Johannes L.
    Wiebe, Anton
    Gieshoff, Tile
    Schollmeyer, Dieter
    Chiba, Kazuhiro
    Franke, Robert
    Waldvogel, Siegfried R.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (37) : 12136 - 12140