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)
Journal article, 2005

Copper(I)-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(I) complex bis (1-chloromethyl-4-aza-1-azoniabicyclo[2.2.2]octane)-μ-chloro-chlorocopper(I) . The crystal structure of the product, a discrete dimer [Cu2(μ-Cl)2Cl2(N(C2H4)3NCH2Cl)2], has been determined. A similar reaction in a mixture of diiodomethane and dichloromethane yields [C6H12N2(CH2I)]2(I3)I, the identity of which was also established by means of crystal-structure determination. The dimeric units of [Cu2(μ-Cl)2Cl2(N(C2H4)3NCH2Cl)2] are interconnected by short ClH interactions of 2.6 to form layers. This ClH interaction, which is the sole intermolecular contact of this magnitude, involves the terminal chloride bonded to copper(I).

Copper(I)

Hydrogen bond acceptors

Chloride

Diiodomethane

1

Dichloromethane

Methylation

4-Diazabicyclo[2.2.2]octane

Bromide

Author

Björn Gustafsson

Chalmers, Chemical and Biological Engineering, Inorganic Chemistry

Mikael Håkansson

University of Gothenburg

Susan Elisabeth Jagner

University of Gothenburg

Chalmers, Chemical and Biological Engineering, Inorganic Chemistry

Inorganica Chimica Acta

0020-1693 (ISSN)

Vol. 358 4 1309-1312

Subject Categories

Chemical Sciences

DOI

10.1016/j.ica.2004.10.026

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Latest update

2/21/2018