title: New synthetic path to 2,2'-bipyridine-5,5'-dicarbaldehyde and its use in the [3+3] cyclocondensation with trans-1,2-diaminocyclohexane.
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.
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nAm. 2, 16610 Prague 6, Czech Republic.
authors.forename: Jana
authors.initials: J
authors.lastname: Hodacová
authors.forename: Milos
authors.initials: M
authors.lastname: Budesínský