J. Hodačová, M. Buděšínský
Nov 21, 2007
Citations
0
Influential Citations
30
Citations
Journal
Organic letters
Abstract
2,2'-Bipyridine-5,5'-dicarbaldehyde has been prepared in two steps by enamination of 5,5'-dimethyl-2,2'-bipyridine with Bredereck's reagent, and subsequent oxidative cleavage of the enamine groups with sodium periodate. On condensation of this dialdehyde with enantiomerically pure trans-1,2-diaminocyclohexane, the macrocyclic [3+3] hexa Schiff base has been obtained in excellent yield. Its reduction has given large macrocyclic hexaamine having three bipyridine units incorporated into the macrocycle structure.