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).

Diiodomethane

Hydrogen bond acceptors

1

Bromide

4-Diazabicyclo[2.2.2]octane

Chloride

Copper(I)

Methylation

Dichloromethane

Author

Björn Gustafsson

Chalmers, Chemical and Biological Engineering, Inorganic Chemistry

Mikael Håkansson

Goteborgs Universitet

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 (SSIF 2011)

Chemical Sciences

DOI

10.1016/j.ica.2004.10.026

More information

Created

10/7/2017