Alkylation of cyclic amines with alcohols catalyzed by Ru(II) complexes bearing N-Heterocyclic carbenes

被引:11
|
作者
Ulu, Oznur Dogan [1 ]
Gurbuz, Nevin [1 ,2 ]
Ozdemir, Ismail [1 ,2 ]
机构
[1] Inonu Univ, Catalysis Res & Applicat Ctr, TR-44280 Malatya, Turkey
[2] Inonu Univ, Fac Sci & Arts, Dept Chem, TR-44280 Malatya, Turkey
关键词
N-Heterocyclic carbene; Ruthenium; Alkylation; Cyclic amine; TRANSFER HYDROGENATION; RUTHENIUM COMPLEXES; OLEFIN METATHESIS; BETA-ALKYLATION; SELECTIVE ALKYLATION; EFFICIENT CATALYSTS; AROMATIC AMINE; IRIDIUM; NHC; LIGAND;
D O I
10.1016/j.tet.2017.09.027
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This paper includes the synthesis of 2-(1,3-dioxane-2-yl)ethyl substituted benzimidazole substituted N-heterocyclic carbenes precursors and their ruthenium complexes. Synthesized compounds were characterized by elemental analysis and NMR spectroscopy. All complexes have been tested in the alkylation of pyrrolidine and morpholine with alcohols, showing an excellent activity in this reaction. (C) 2017 Published by Elsevier Ltd.
引用
收藏
页码:645 / 651
页数:7
相关论文
共 50 条
  • [41] Ethylene/propylene copolymerization catalyzed by vanadium complexes containing N-heterocyclic carbenes
    Zhang, Shu
    Zhang, Wen-Chao
    Shang, Dan-Dan
    Zhang, Zhi-Qian
    Wu, Yi-Xian
    DALTON TRANSACTIONS, 2015, 44 (34) : 15264 - 15270
  • [42] Mechanistic studies on the N-alkylation of amines with alcohols catalysed by iridium(I) complexes with functionalised N-heterocyclic carbene ligands
    Victoria Jimenez, M.
    Fernandez-Tornos, Javier
    Gonzalez-Lainez, Miguel
    Sanchez-Page, Beatriz
    Javier Modrego, F.
    Oro, Luis A.
    Perez-Torrente, Jesus J.
    CATALYSIS SCIENCE & TECHNOLOGY, 2018, 8 (09) : 2381 - 2393
  • [43] Fluorinated N-heterocyclic carbenes rhodium (I) complexes and their activity in hydrosilylation of propargylic alcohols
    Rivera, Guillermina
    Elizalde, Oscar
    Roa, Gerarldine
    Montiel, Israel
    Bernes, Sylvain
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2012, 699 : 82 - 86
  • [44] N-heterocyclic carbenes: IX. Oxidative esterification of aromatic aldehydes with arylboronic acids catalyzed by N-heterocyclic carbenes
    M. S. Denisov
    A. A. Gorbunov
    V. A. Glushkov
    Russian Journal of Organic Chemistry, 2015, 51 : 86 - 90
  • [45] N-heterocyclic carbenes: IX. Oxidative esterification of aromatic aldehydes with arylboronic acids catalyzed by N-heterocyclic carbenes
    Denisov, M. S.
    Gorbunov, A. A.
    Glushkov, V. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 51 (01) : 86 - 90
  • [46] Direct amination of homoenolates catalyzed by N-Heterocyclic carbenes
    Chan, Audrey
    Scheidt, Karl A.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (09) : 2740 - +
  • [47] An Enantioselective Claisen Rearrangement Catalyzed by N-Heterocyclic Carbenes
    Kaeobamrung, Juthanat
    Mahatthananchai, Jessada
    Zheng, Pinguan
    Bode, Jeffrey W.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (26) : 8810 - +
  • [48] Homoenolate/acylvinyl reagents catalyzed by N-heterocyclic carbenes
    Scheidt, Karl A.
    Chan, Audrey
    Maki, Brooks E.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U3213 - U3214
  • [49] Progress of Organic Reactions Catalyzed by N-Heterocyclic Carbenes
    Wang, Ao
    Xiao, Yonglong
    Zhou, Yu
    Xu, Jinyi
    Liu, Hong
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2017, 37 (10) : 2590 - 2608
  • [50] Hydroacylation of activated ketones catalyzed by N-heterocyclic carbenes
    Chan, A
    Scheidt, KA
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (14) : 4558 - 4559