Mild and Selective C(CO)-C(α) Bond Activation of Ketones with Rhodium(III) Porphyrin β-Hydroxyethyl

被引:11
|
作者
Chan, Chung Sum [1 ]
Lee, Siu Yin [1 ]
Chan, Kin Shing [1 ]
机构
[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
关键词
CLEAVAGE; REACTIVITY; COMPLEX; ARENE;
D O I
10.1021/om3009519
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Rhodium(III) porphyrin beta-hydroxyethyl, Rh-III(ttp)CH2CH2OH (ttp = 5,10,15,20-tetratolylporphyrinato dianion), was found to serve as a precursor of the highly reactive Rh-III(ttp)OH for the C(CO)-C(alpha) bond activation (CCA) of ketones under mild and aerobic conditions of 25-50 degrees C.
引用
收藏
页码:151 / 156
页数:6
相关论文
共 50 条
  • [21] Rhodium(I)-Catalyzed C-C Bond Activation of Siloxyvinylcyclopropanes with Diazoesters
    Feng, Sheng
    Mo, Fanyang
    Xia, Ying
    Liu, Zhenxing
    Liu, Zhen
    Zhang, Yan
    Wang, Jianbo
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (49) : 15401 - 15405
  • [22] Rhodium-catalyzed activation and functionalization of the C-C bond of biphenylene
    Iverson, CN
    Jones, WD
    ORGANOMETALLICS, 2001, 20 (26) : 5745 - 5750
  • [23] Enantioselective Rhodium-catalyzed C-C Bond Activation of Cyclobutanones
    Souillart, Laetitia
    Cramer, Nicolai
    CHIMIA, 2015, 69 (04) : 187 - 190
  • [24] Rhodium(III)-Catalyzed C-C Bond Formation of Quinoline N-Oxides at the C-8 Position under Mild Conditions
    Jeong, Jisu
    Patel, Pitambar
    Hwang, Heejun
    Chang, Sukbok
    ORGANIC LETTERS, 2014, 16 (17) : 4598 - 4601
  • [25] Rhodium-Catalyzed Transarylation of Benzamides: C-C Bond vs C-N Bond Activation
    Long, Yang
    Su, Zhishan
    Zheng, Yanling
    He, Shiyu
    Zhong, Jing
    Xiang, Haifeng
    Zhou, Xiangge
    ACS CATALYSIS, 2020, 10 (05): : 3398 - 3403
  • [26] Hydrocarbon C-H bond activation by rhodium porphyrins
    Cui, WH
    Wayland, BB
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2004, 8 (1-3) : 103 - 110
  • [27] Selective C-C vs C-H bond activation by rhodium(I) PCP pincer complexes. A computational study
    Sundermann, A
    Uzan, O
    Milstein, D
    Martin, JML
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (29) : 7095 - 7104
  • [28] Selective C-C vs C-H bond activation by rhodium(I) PCP pincer complexes. A computational study
    Sundermann, Andreas
    Uzan, Olivier
    Milstein, David
    Martin, Jan M.L.
    1600, ACS, Washington, DC, USA (122):
  • [29] Catalytic selective cleavage of a strong C-C single bond by rhodium in solution
    Liou, SY
    van der Boom, ME
    Milstein, D
    CHEMICAL COMMUNICATIONS, 1998, (06) : 687 - 688
  • [30] Enantioselective synthesis of indenols via rhodium(III)-catalyzed C-H activation/annulation of ketones with alkynes
    Gou, Bo-Bo
    Shen, Wen-Jie
    Gao, Yuan-Jun
    Gu, Qing
    You, Shu-Li
    SCIENCE CHINA-CHEMISTRY, 2025,