Masayuki Takada, K. Saigo, T. Hirai
Jul 1, 1988
Citations
0
Influential Citations
3
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
1,10-Disubstituted 1,4,7,10,13,16-hexaazacyclooctadecanes (hexaaza-18-crowns) having lipophilic groups were synthesized from 1,2-ethanediamine as a starting material. Cyclization of 3,6-ditosyl-3,6-diazaoctanedioyl dichloride and 3,6-ditosyl-3,6-diazaoctane-1,8-diamine under the high dilution conditions, followed by diborane reduction of the amide carbonyl, gave the macrocyclic precursor. A series of reactions, i.e., acylation, diborane reduction, and detosylation, afforded 1,10-disubstituted hexaaza-18-crowns. Their extractability for metal cations was examined by spectrophotometric analysis. They showed relatively high extractability for Ag+, Zn2+, and Cd2+.