Copper(II) complexes with 1,2,4-triazolo[1,5-a] pyrimidine and its 5,7-dimethyl derivative

被引:18
|
作者
Maldonado, Carmen R. [1 ]
Quiros, Miguel [1 ]
Salas, Juan M. [1 ]
机构
[1] Univ Granada, Fac Ciencias, Dept Quim Inorgan, E-18071 Granada, Spain
关键词
triazolopyrimidines; copper; ternary complexes; dinuclear;
D O I
10.1016/j.poly.2008.06.001
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Several Cu(II) complexes with 1,2,4-triazolo[1,5-alpyrimidine (tp) and its 5,7-dimethyl derivative (dmtp) have been isolated and structurally characterized. Five of them are mononuclear and contain 1, 10-phenanthroline (phen) or ethylenediamine (en) as auxiliary ligands, their formula being [Cu(H2O)-(phen)(tp)(2)](ClO4)(2) - H2O, [Cu(H2O)(phen)(dmtp)(2)](ClO4)(2), [Cu(NO3)(H2O)(phen)(tp)](NO3), (Cu(H2O)(2)-(en)(tp)(2)](ClO4)(2) and [Cu(H2O)(2)(en)(dmtp)(2)](ClO4)(2), In all these compounds the tp or dmtp ligand is monodentately coordinated via the nitrogen atom in position 3. The auxiliary ligand influences the coordination number, which is five when this ligand is phen and six when it is en whereas the number of triazolopyrimidine ligands linked to the metal seems to be influenced by the nature of the counteranion. A dinuclear compound with tp has also been isolated, its formula being [Cu-2(OH)(H2O)(2.5)(tp)(5)]-(ClO4)(3)center dot(H2O)(1.5), with both metal atoms linked by an hydroxydo group and by a tp bridging ligand, coordinated to one of the copper atoms via N3 and to the other via N4. This compound has several unusual features among the metal complexes with triazolopyrimidine derivatives: the presence of two different kinds of bridging moieties, the coexistence of bridging and terminal ligands and the formation of a N3-N4 bridge for a Cu(II) dinuclear compound for a derivative without exocyclic oxygen atoms. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2779 / 2784
页数:6
相关论文
共 50 条
  • [21] Red and Blue Compounds Formed from Copper(II) Bromide and the Ligand 7-Isobutyl-5-methyl-[1,2,4]triazolo [1,5-a]pyrimidine: Synthesis, Spectroscopy and Single-Crystal Structures
    Gunay, Esref
    Mutikainen, Ilpo
    Turpeinen, Urho
    van Albada, Gerard A.
    Haasnoot, Jaap G.
    Reedijk, Jan
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2010, 40 (11) : 1006 - 1010
  • [22] Red and Blue Compounds Formed from Copper(II) Bromide and the Ligand 7-Isobutyl-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine: Synthesis, Spectroscopy and Single-Crystal Structures
    Esref Günay
    Ilpo Mutikainen
    Urho Turpeinen
    Gerard A. van Albada
    Jaap G. Haasnoot
    Jan Reedijk
    Journal of Chemical Crystallography, 2010, 40 : 1006 - 1010
  • [23] Regioselective Synthesis of 5-(Trifluoromethyl)[1,2,4]triazolo[1,5-a]pyrimidines from β-Enamino Diketones
    Andrade, Valquiria P.
    Mittersteiner, Mateus
    Bonacorso, Helio G.
    Frizzo, Clarissa P.
    Martins, Marcos A. P.
    Zanatta, Nilo
    SYNTHESIS-STUTTGART, 2019, 51 (11): : 2311 - 2317
  • [24] Synthetic Versatility of β-Alkoxyvinyl Trichloromethyl Ketones for Obtaining [1,2,4]Triazolo[1,5-a]pyrimidines
    Souza, Laura A.
    Santos, Josiane M.
    Mittersteiner, Mateus
    Andrade, Valquiria P.
    Lobo, Marcio M.
    Santos, Felipe B.
    Bortoluzzi, Adailton J.
    Bonacorso, Helio G.
    Martins, Marcos A. P.
    Zanatta, Nilo
    SYNTHESIS-STUTTGART, 2018, 50 (18): : 3686 - 3695
  • [25] Synthesis of new 7 (5)-[benzimidazol-2-yl]methyl-5 (7)-methyl-1,2,4-triazolo[1,5-a]([4,3-a])pyrimidines.
    Elotmani, B
    El Mahi, M
    Essassi, EM
    COMPTES RENDUS CHIMIE, 2002, 5 (6-7) : 517 - 523
  • [26] Biological activity of three novel complexes with the ligand 5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7(4H)-one against Leishmania spp.
    Ramirez-Macias, Inmaculada
    Marin, Clotilde
    Manuel Salas, Juan
    Caballero, Ana
    Jose Rosales, Maria
    Villegas, Noelia
    Rodriguez-Dieguez, Antonio
    Barea, Elisa
    Sanchez-Moreno, Manuel
    JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2011, 66 (04) : 813 - 819
  • [27] Direct (het)arylation of [1,2,4]triazolo[1,5-a]pyrimidines: Both eliminative and oxidative pathways
    Rasputin, Nikolay A.
    Demina, Nadezhda S.
    Irgashev, Roman A.
    Rusinov, Gennady L.
    Chupakhin, Oleg N.
    Charushin, Valery N.
    TETRAHEDRON, 2017, 73 (37) : 5500 - 5508
  • [28] Efficient Four-Component Synthesis of 1,2,4-Triazolo[1,5-α]pyrimidines and Their In Vitro Antiproliferative Studies
    Venkatesham, Papisetti
    Kalonia, Mansi
    Sangolkar, Akanksha Ashok
    Mudiraj, Anwita
    Babu, Phanithi Prakash
    Vedula, Rajeswar Rao
    CHEMISTRYSELECT, 2023, 8 (39):
  • [29] Structure-Activity Relationships, Tolerability and Efficacy of Microtubule-Active 1,2,4-Triazolo[1,5-a]pyrimidines as Potential Candidates to Treat Human African Trypanosomiasis
    Monti, Ludovica
    Liu, Lawrence J.
    Varricchio, Carmine
    Lucero, Bobby
    Alle, Thibault
    Yang, Wenqian
    Bem-Shalom, Ido
    Gilson, Michael
    Brunden, Kurt R.
    Brancale, Andrea
    Caffrey, Conor R.
    Ballatore, Carlo
    CHEMMEDCHEM, 2023, 18 (20)
  • [30] Pd-catalyzed Suzuki/Sonogashira cross-coupling reaction and the direct sp3 arylation of 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine
    Loubidi, Mohammed
    Moutardier, Anais
    Campos, Joana F.
    Berteina-Raboin, Sabine
    TETRAHEDRON LETTERS, 2018, 59 (11) : 1050 - 1054