exo-Diastereoisomer of 10-aryl-1,4,7-triazabicyclo[5.2.1]decane as intermediary in specific derivatisation of triazacyclononane
Abstract
Reaction of triazacyclononane (tacn) and aromatic aldehydes leads to aminal adducts, which exhibit only
the exoconfiguration. In these aminal compounds, secondary amine function possesses a higher re-activity towards electrophilic reactants than the two nitrogen atoms linked to aminal carbon, giving riseto the specific derivatisation of tacn by different functionalised groups. Study of this behaviour also
permits the access to a ditopic tacn-cyclam bicyclic polyamine.