Cerium-promoted formation of metal-free phthalocyanines

被引：28
|
作者：
Lee, CH [1 ]
Ng, DKP [1 ]
机构：
[1] Chinese Univ Hong Kong, Dept Chem, Sha Tin, Hong Kong, Peoples R China
来源：
TETRAHEDRON LETTERS | 2002年 / 43卷 / 23期
关键词：
phthalocyanines; cerium(III) compounds; cyclization;
D O I：
10.1016/S0040-4039(02)00756-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of phthalonitriles with 6 mol% Of CeCl3 or Ce(acac)(3) (acac = acetylacetonate) in refluxing 1-pentanol affords the corresponding metal-free phthalocyanines in moderate yields. This non-alkaline pathway is complementary to the base-promoted cyclization methods which are commonly employed in the synthesis of phthalocyanines. Addition of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) greatly shortens the reaction time and increases the yield of these reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：4211 / 4214
页数：4
相关论文
共 50 条
  • [41] Metal-free regioselective selenylation of β-napthol derivatives promoted by trichloroisocyanuric acid
    Blodorn, Gustavo B.
    Oliveira, Ingrid C.
    Roehrs, Juliano A.
    Silva, Marcio S.
    Alves, Diego
    CHEMISTRYSELECT, 2024, 9 (07):
  • [42] Visible-Light-Promoted Metal-Free Aerobic Hydroxyazidation Alkenes
    Yang, Bo
    Lu, Zhan
    ACS CATALYSIS, 2017, 7 (12): : 8362 - 8365
  • [43] Base-Promoted Metal-Free Arylation of Benzoxazoles with Phenylglyoxylic Acids
    Yang, Zhiyong
    Zhou, Liang
    Liu, Ying
    Lu, Hongwen
    Wu, Fengxuan
    Xie, Yuxin
    Liu, Jianle
    CHEMISTRYSELECT, 2019, 4 (47): : 13788 - 13791
  • [44] Metal-free iodine-promoted direct synthesis of unsymmetrical triarylmethanes
    Gu, Ying-Chun
    Huang, Jie
    Wu, Run-Shi
    Yang, Qi
    Yu, Ya-Qin
    Xu, Da-Zhen
    NEW JOURNAL OF CHEMISTRY, 2020, 44 (14) : 5519 - 5525
  • [45] Metal-Free, Visible Light-Promoted Aerobic Aldehydes Oxidation
    Hamami, Zine Eddine
    Vanoye, Laurent
    Fongarland, Pascal
    de Bellefon, Claude
    Favre-Reguillon, Alain
    JOURNAL OF FLOW CHEMISTRY, 2016, 6 (03) : 206 - 210
  • [46] Metal-Free Organocatalytic Oxidative Ugi Reaction Promoted by Hypervalent Iodine
    Singh, Karandeep
    Kaur, Amanpreet
    Mithu, Venus Singh
    Sharma, Siddharth
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (10): : 5285 - 5293
  • [47] Study of cerium-promoted rhodium alumina catalyst as a steam reforming catalyst for treatment of spent solvents
    Hee-Chul Yang
    Min-Woo Lee
    Ho-Sang Hwang
    Jei-Kwon Moon
    Dong-Yong Chung
    Journal of Rare Earths, 2014, 32 (09) : 831 - 836
  • [48] Low-energy electron energy loss spectroscopy on evaporated films of metal-free and metal phthalocyanines
    Tada, Hirokazu, 1600, (28):
  • [49] Spin polarization of metal (Mn, Fe, Cu, and Mg) and metal-free phthalocyanines on an Fe(100) substrate
    Suzuki, T
    Kurahashi, M
    Ju, X
    Yamauchi, Y
    JOURNAL OF PHYSICAL CHEMISTRY B, 2002, 106 (44): : 11553 - 11556
  • [50] Synthesis, Structures, and Properties of Crystalline Salts with Radical Anions of Metal-Containing and Metal-Free Phthalocyanines
    Konarev, Dmitri V.
    Kuzmin, Alexey V.
    Faraonov, Maxim A.
    Ishikawa, Manabu
    Khasanov, Salavat S.
    Nakano, Yoshiaki
    Otsuka, Akihiro
    Yamochi, Hideki
    Saito, Gunzi
    Lyubovskaya, Rimma N.
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (03) : 1014 - 1028
12345