Fluorinated alcohols as solvents, cosolvents and additives in homogeneous catalysis

被引:381
|
作者
Shuklov, Ivan A.
Dubrovina, Natalia V.
Boerner, Armin
机构
[1] Univ Rostock, Leibniz Inst Katalyse, D-18059 Rostock, Germany
[2] Univ Rostock, Inst Organ Chem, D-18059 Rostock, Germany
来源
SYNTHESIS-STUTTGART | 2007年 / 19期
关键词
homogeneous catalysis; organocatalysis; fluorine; solvent; effects; additives;
D O I
10.1055/s-2007-983902
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The use of fluorinated alcohols as solvents, cosolvents or additives in homogeneous catalysis is reviewed. The effect of these particular compounds on efficiency, regioselectivity and stereoselectivity of metal-catalyzed reactions, as well as on reactions mediated by organocatalysts,is described. Where available in several cases, the effect of fluorous alcohols on the catalytic mechanism is analyzed in detail and rationalized by their unique physical and chemical properties. In most instances, a comparison to the effect of commonly employed solvents is elaborated.
引用
收藏
页码:2925 / 2943
页数:19
相关论文
共 50 条
  • [1] HOMOGENEOUS CATALYSIS OF DECOMPOSITION OF DIMETHYL DIAZOMALONATE IN ALCOHOLS
    PELLICCIARI, R
    COGOLLI, P
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (23): : 2483 - 2484
  • [2] Alkene Dihydroxylation with Malonoyl Peroxides: Catalysis Using Fluorinated Alcohols
    Picon, Sylvain
    Rawling, Michael
    Campbell, Matthew
    Tomkinson, Nicholas C. O.
    ORGANIC LETTERS, 2012, 14 (24) : 6250 - 6253
  • [3] Recent Advances for Alkylation of Ketones and Secondary Alcohols Using Alcohols in Homogeneous Catalysis
    Yang, Dong-Yuan
    Wang, Hongli
    Chang, Chun-Ran
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (18) : 3100 - 3121
  • [4] Natural Deep Eutectic Solvents as Performance Additives for Peroxygenase Catalysis
    Ma, Yunjian
    Li, Yongru
    Ali, Shahid
    Li, Peilin
    Zhang, Wuyuan
    Rauch, Marine C. R.
    Willot, Sebastien J-P
    Ribitsch, Doris
    Choi, Young Hae
    Alcalde, Miguel
    Hollmann, Frank
    Wang, Yonghua
    CHEMCATCHEM, 2020, 12 (04) : 989 - 994
  • [5] FLUORINATED ALCOHOLS AS SOLVENTS FOR DIELS-ALDER REACTIONS OF CHIRAL ACRYLATES
    CATIVIELA, C
    GARCIA, JI
    MAYORAL, JA
    ROYO, AJ
    SALVATELLA, L
    TETRAHEDRON-ASYMMETRY, 1993, 4 (07) : 1613 - 1618
  • [6] The aerobic oxidation of alcohols with a ruthenium porphyrin catalyst in organic and fluorinated solvents
    Korotchenko, Vasily N.
    Severin, Kay
    Gagne, Michel R.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (11) : 1961 - 1965
  • [7] Fluorinated alcohols: Effective solvents for uncatalysed epoxidations with aqueous hydrogen peroxide
    van Vliet, MCA
    Arends, IWCE
    Sheldon, RA
    SYNLETT, 2001, (02) : 248 - 250
  • [8] Oxidomolybdenum complexes for acid catalysis using alcohols as solvents and reactants
    Gomes, Ana C.
    Neves, Patricia
    Cunha-Silva, Luis
    Valente, Anabela A.
    Goncalves, Isabel S.
    Pillinger, Martyn
    CATALYSIS SCIENCE & TECHNOLOGY, 2016, 6 (13) : 5207 - 5218
  • [9] Interplay of arene radical cations with anions and fluorinated alcohols in hole catalysis
    Shida, Naoki
    Imada, Yasushi
    Nagahara, Shingo
    Okada, Yohei
    Chiba, Kazuhiro
    COMMUNICATIONS CHEMISTRY, 2019, 2 (1)
  • [10] Interplay of arene radical cations with anions and fluorinated alcohols in hole catalysis
    Naoki Shida
    Yasushi Imada
    Shingo Nagahara
    Yohei Okada
    Kazuhiro Chiba
    Communications Chemistry, 2