Australian Journal of Chemistry Australian Journal of Chemistry Society
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Synthesis of a Cis-N2s2 Donor Macrocycle by Metal-Directed Condensation of Formaldehyde, Nitroethane and a Diaminodithiaalkane - Crystal-Structure of the (6-Methyl-6-Nitro-1,11-Dithia-4,8-Diazacyclotetradecane)-Copper(II) Perchlorate Product

P Comba, GA Lawrance, M Rossignoli, BW Skelton and AH White

Australian Journal of Chemistry 41(5) 773 - 781
Published: 1988


Reaction of (3,7-dithianonane-1,9-diamine)copper(II) ion with nitroethane and formaldehyde in basic methanol gives the macrocyclic complex ion (6-methyl-6-nitro-1,II-dithia-4,8- diazacyclotetradecane )copper(II) in high yield. The complex as the perchlorate salt crystallizes in the monoclinic space group P21/n, a 15.008(5), b 8.606(3), c 17.967(4)Ǻ, β 113.79(2)°. The copper ion lies in a square plane of two nitrogen (average Cu-N 2.02 Ǻ) and two thioether (average Cu-S 2.295 Ǻ) donors, with perchlorate oxygens (Cu-O 2.46 and 2.70 Ǻ) in axial sites. Physical and structural properties of the CuIII complexes of the 14-membered cis-N2S2 macrocycle and the known analogous 14-membered N4-donor macrocycle 6-methyl-6-nitro-1,4,8,11- tetraazacyclotetradecane are compared.

© CSIRO 1988

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