HYDROGEN TRANSFER REDUCTION OF HEXAN-2-ONE CATALYZED BY A SILICA SURFACE-GRAFTED OSMIUM CLUSTER

被引:9
|
作者
KASPAR, J
TROVARELLI, A
GRAZIANI, M
DOSSI, C
PSARO, R
UGO, R
ZANDERIGHI, G
LENARDA, M
GANZERLA, R
机构
[1] UNIV MILAN,DIPARTIMENTO CHIM INORGAN & MET ORG,I-20133 MILAN,ITALY
[2] UNIV MILAN,CTR CNR,I-20133 MILAN,ITALY
[3] UNIV VENEZIA,DIPARTIMENTO CHIM,I-30123 VENICE,ITALY
来源
JOURNAL OF MOLECULAR CATALYSIS | 1988年 / 44卷 / 02期
关键词
CATALYSIS - HYDROGEN - ORGANIC COMPOUNDS - Reduction - ORGANOMETALLICS - OXIDES;
D O I
10.1016/0304-5102(88)80027-0
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
The effectiveness of many transition metal complexes in catalyzing hydrogen transfer from alcohols to ketones, as well as the potential selectivity of this reaction together with its relative underutilization prompted us to study the heterogeneous reduction of hexan-2-one with propan-2-ol, using as catalyst the above-mentioned osmium cluster A grafted on silica. The hydrogen transfer reaction was carried out in a conventional stainless steel flow reactor operating at atmospheric pressure between 383 and 463 K. In the same reaction conditions, the silica support shows only a negligible catalytic activity. This reaction represents, to our best knowledge, the first example of a hydrogen transfer reaction catalyzed by a molecular cluster grafted to an inorganic oxide.
引用
收藏
页码:183 / 186
页数:4
相关论文
共 38 条
  • [1] Enantioselective Biocatalytic Reduction of Hexan-2-one, Catalyzed by Petroselinum crispum Cells
    Chanysheva, A. R.
    Privalov, N. V.
    Zorin, V. V.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2020, 90 (13) : 2542 - 2545
  • [2] Enantioselective Biocatalytic Reduction of Hexan-2-one, Catalyzed by Petroselinum crispum Cells
    A. R. Chanysheva
    N. V. Privalov
    V. V. Zorin
    Russian Journal of General Chemistry, 2020, 90 : 2542 - 2545
  • [3] A MOLECULAR APPROACH TO THE HYDROGEN TRANSFER REDUCTION OF KETONES CATALYZED BY SILICA-SUPPORTED OSMIUM CARBONYLS
    KASPAR, J
    TROVARELLI, A
    GRAZIANI, M
    DOSSI, C
    FUSI, A
    PSARO, R
    UGO, R
    GANZERLA, R
    LENARDA, M
    JOURNAL OF MOLECULAR CATALYSIS, 1989, 51 (02): : 181 - 192
  • [4] THE REDUCTION OF 4,4-DISUBSTTTUTED 3-OXABICYCLO[3.1.0]HEXAN-2-ONE
    Jie You XUE~*
    Chinese Chemical Letters, 1992, (10) : 773 - 774
  • [5] CLEAVAGE OF COMPOUNDS RELATED TO 6-PHENYLBICYCLO(3,1,O)-HEXAN-2-ONE IN PRESENCE OF HYDROGEN CHLORIDE
    DASGUPTA, SK
    SARMA, AS
    TETRAHEDRON LETTERS, 1968, (25) : 2983 - &
  • [6] Efficient and Scalable Synthesis of 6,6-Dimethyl-3-oxabicyclo [3.1.0]hexan-2-one through Organocatalyzed Desymmetrization and Chemoselective Reduction
    Tintori, Guillaume
    Jacob, Clement
    Delsarte, Christine
    Potie, Francois
    Grimaud, Laurence
    Vitale, Maxime
    Echeverria, Pierre-Georges
    SYNTHESIS-STUTTGART, 2024, 56 (04): : 577 - 584
  • [7] Synthesis of 3-Aza-bicyclo[3.1.0]hexan-2-one Derivatives via Gold-Catalyzed Oxidative Cyclopropanation of N-Allylynamides
    Wang, Kai-Bing
    Ran, Rui-Qiao
    Xiu, Shi-Dong
    Li, Chuan-Ying
    ORGANIC LETTERS, 2013, 15 (10) : 2374 - 2377
  • [8] STERIC EFFECTS IN BICYCLIC SYSTEMS .4. BASE-CATALYZED ENOLIZATION OF BICYCLO[2.2.2]OCTAN-2-ONE, BICYCLO[2.2.1]HEPTAN-2-ONE, AND BICYCLO[2.1.1.]HEXAN-2-ONE
    ABAD, GA
    JINDAL, SP
    TIDWELL, TT
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (19) : 6326 - 6331
  • [9] Selective production of hydrogen isotope gases via PdAg-catalyzed dehydrogenation of formic acid in D2O assisted by surface-grafted amine groups
    Mori, Kohsuke
    Konishi, Atsushi
    Fujita, Tatsuya
    Yamashita, Hiromi
    MATERIALS TODAY SUSTAINABILITY, 2023, 22
  • [10] PHOTOCHEMICAL AND LEWIS-ACID-CATALYZED REARRANGEMENT OF 1-PHENYL-4-METHYL-3,6-DIOXABICYCLO[3.1.0]HEXAN-2-ONE INTO ITS TETRONIC ACID ISOMER
    CAUS, MJ
    CERFONTAIN, H
    PINIELLA, JF
    RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1983, 102 (12): : 515 - 519