Copper(I)-mediated quaternisation of 1,4-diazabicyclo[2.2.2]octane (DABCO).: Crystal structure of bis{(1-chloromethyl-4-aza-1-azoniabicyclo[2.2.2]octane)-μ-chloro-chlorocopper(I)}

被引:18
|
作者
Gustafsson, B
Håkansson, M
Jagner, S [1 ]
机构
[1] Chalmers, Dept Inorgan Chem, SE-41296 Gothenburg, Sweden
[2] Univ Gothenburg, Dept Chem, SE-41296 Gothenburg, Sweden
关键词
copper(I); chloride; bromide; 1,4-diazabicyclo[2.2.2]octane; methylation; dichloromethane; diiodomethane; hydrogen bond acceptors;
D O I
10.1016/j.ica.2004.10.026
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Copper(l)-mediated quaternisation of 1,4-diazabicyclo[2.2.2]octane (DABCO) in dichloromethane solvent affords the dichloromethylated ligand, which has been isolated as the copper(l) complex bis ({1-chloromethyl-4-aza-1-azoniabicyclo[2.2.2]octane)-mu-chloro-chlorocopper(I)}. The crystal structure of the product, a discrete dimer [Cu-2(mu-Cl)(2)Cl-2(N(C2H4)(3)NCH2Cl)(2)], has been determined. A similar reaction in a mixture of diiodomethane and dichloromethane yields [C6H12N2(CH2I)](2)(I-3)I, the identity of which was also established by means of crystal-structure determination. The dimeric units Of [Cu-2(mu-Cl)(2)Cl-2(N(C2H4)(3)NCH2Cl)(2)] are interconnected by short Cl...H interactions of 2.6 angstrom to form layers. This Cl...H interaction, which is the sole intermolecular contact of this magnitude, involves the terminal chloride bonded to copper(l). (c) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:1309 / 1312
页数:4
相关论文
共 50 条
  • [1] 1-chloromethyl-4-aza-1-azoniabicyclo[2.2.2]octane tetrafIuoroborate deuterochloroform solvate
    Batsanov, AS
    Trmcic, J
    Sandford, G
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2005, 61 : O681 - O682
  • [2] 1,4-Diazabicyclo[2.2.2]octane (DABCO) 5-aminotetrazolates
    Laus, Gerhard
    Kahlenberg, Volker
    Wurst, Klaus
    Hummel, Michael
    Schottenberger, Herwig
    CRYSTALS, 2012, 2 (01): : 96 - 104
  • [3] Hydrogen bonding in the perhydrate and hydrates of 1,4-diazabicyclo[2.2.2] octane (DABCO)
    Laus, Gerhard
    Kahlenberg, Volker
    Wurst, Klaus
    Loerting, Thomas
    Schottenberger, Herwig
    CRYSTENGCOMM, 2008, 10 (11): : 1638 - 1644
  • [4] MONONUCLEAR AND BINUCLEAR PRODUCTS FROM BIS(ACETYLACETONATO)ZINC AND 1,4-DIAZABICYCLO(2.2.2)OCTANE (DABCO)
    FRONCZEK, FR
    IVIE, ML
    MAVERICK, AW
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1990, 46 : 2057 - 2062
  • [5] STRUCTURE AND FUNDAMENTAL VIBRATIONS OF CAGE MOLECULES .I. 1,4-DIAZABICYCLO(2.2.2)OCTANE
    MARZOCCHI, MP
    SBRANA, G
    ZERBI, G
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (07) : 1429 - +
  • [6] DABCO-directed self-assembly of bisporphyrins (DABCO=1,4-diazabicyclo[2.2.2]octane)
    Ballester, P
    Costa, A
    Castilla, AM
    Deyà, PM
    Frontera, A
    Gomila, RM
    Hunter, CA
    CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (07) : 2196 - 2206
  • [7] 1,4-Diazabicyclo[2.2.2]octane Bis(sulfur dioxide) Adduct (DABSO)
    Martial, Ludovic
    SYNLETT, 2013, 24 (12) : 1595 - 1596
  • [8] Complexation of zinc porphyrinates with 1,4-diazabicyclo[2.2.2]octane
    Mamardashvili, NZ
    Mamardashvili, GM
    Weiss, J
    RUSSIAN JOURNAL OF INORGANIC CHEMISTRY, 2005, 50 (02) : 218 - 224
  • [9] SOME DERIVATIVES OF 1,4-DIAZABICYCLO(2.2.2)OCTANE (TRIETHYLENEDIAMINE)
    FARKAS, A
    MASCIOLI, RL
    MILLER, F
    STROHM, PF
    JOURNAL OF CHEMICAL AND ENGINEERING DATA, 1968, 13 (02): : 278 - &
  • [10] EFFECT OF 1,4-DIAZABICYCLO[2.2.2]OCTANE ON RADIOSENSITIVITY OF BACTERIA
    ANDERSON, RF
    PATEL, KB
    PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1978, 28 (4-5) : 881 - 885