Metal-free functionalization of the unactivated carbon-hydrogen bond: The oxidation of cycloalkanes to cycloalkanones with ozone

被引:0
|
作者
Barletta, Barbara [1 ]
Bolzacchini, Ezio [1 ]
Fossati, Luciano [1 ]
Meinardi, Simone [1 ]
Orlandi, Marco [1 ]
Rindone, Bruno [1 ]
机构
[1] Dipto. Sci. dell'Ambiente Territorio, Universitá di Milano, Via Emanueli 15, 20126 Milano, Italy
来源
Ozone: Science and Engineering | 1998年 / 20卷 / 02期
关键词
Alcohols - Carboxylic acids - Hydrogen bonds - Ketones - Oxidation - Ozone - Paraffins;
D O I
暂无
中图分类号
学科分类号
摘要
Cyclodecane and cyclohexane were convened to the corresponding cycloalkanones and cycloalkanols upon ozonation at acidic pH. Also some ring cleavage to dicarboxylic acids or aldehydoacids was observed.
引用
收藏
页码:91 / 98
相关论文
共 50 条
  • [41] LIMITS ON THE TRANSITION-STATE GEOMETRY FOR METAL INSERTION INTO A CARBON-HYDROGEN BOND
    SUGGS, JW
    PEARSON, GDN
    TETRAHEDRON LETTERS, 1980, 21 (40) : 3853 - 3856
  • [42] Functionalization of Unactivated Alkenes through Iridium-Catalyzed Borylation of Carbon-Hydrogen Bonds. Mechanism and Synthetic Applications
    Olsson, Vilhelm J.
    Szabo, Kalman J.
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (20): : 7715 - 7723
  • [43] Regioselective vicinal functionalization of unactivated alkenes with sulfonium iodate(I) reagents under metal-free conditions
    Rao, Dodla S.
    Reddy, Thurpu R.
    Babachary, Kalvacherla
    Kashyap, Sudhir
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (31) : 7529 - 7543
  • [44] The molecular and electronic structure of carbon-hydrogen bond activation and transition metal assisted hydrogen transfer
    Vastine, Benjamin Alan
    Hall, Michael B.
    COORDINATION CHEMISTRY REVIEWS, 2009, 253 (7-8) : 1202 - 1218
  • [45] CARBON-CARBON AND CARBON-HYDROGEN BOND FORMING PROCESSES AT EARLY TRANSITION-METAL CENTERS
    BERCAW, JE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1986, 192 : 163 - ORGN
  • [46] Metal-Free Oxidation/C(sp3)-H Functionalization of Unactivated Alkynes Using Pyridine-N-Oxide as the External Oxidant
    Chen, Dian-Feng
    Han, Zhi-Yong
    He, Yu-Ping
    Yu, Jie
    Gong, Liu-Zhu
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (49) : 12307 - 12310
  • [47] Metal-free oxidation of aromatic carbon–hydrogen bonds through a reverse-rebound mechanism
    Changxia Yuan
    Yong Liang
    Taylor Hernandez
    Adrian Berriochoa
    Kendall N. Houk
    Dionicio Siegel
    Nature, 2013, 499 : 192 - 196
  • [48] Chelation-assisted carbon-hydrogen and carbon-carbon bond activation by transition metal catalysts
    Jun, CH
    Moon, CW
    Lee, DY
    CHEMISTRY-A EUROPEAN JOURNAL, 2002, 8 (11) : 2423 - 2428
  • [49] Recent computational studies on transition-metal carbon-hydrogen bond activation of alkanes
    Guan, Jia
    Zaric, Snezana D.
    Brothers, Edward N.
    Hall, Michael B.
    INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, 2018, 118 (09)
  • [50] Mesoporous carbon nitride materials as metal-free oxidation catalyst
    Park, Sang-Eon
    Min, Byoung-Hoon
    Prasetyanto, Eko Adi
    Seo, Han-Uk
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239