Structural constraints for the formation of macrocyclic rhombimines

• DOI: 10.1016/j.tetasy.2007.10.033
• Publication Date: 2007-11-30T07:30:17Z
• Authors: Jacek Gawroński; Marcin Kwit; Jakub Grajewski; Jadwiga Gajewy; Anna Długokińska
• Keywords: Bridge (graph theory)

Abstract Rhombimines, macrocyclic tetraimines, have been obtained by the condensation of enantiomerically pure trans -1,2-diaminocyclohexane with aromatic dialdehydes connected by a one-atom bridge. The efficiency of the cyclocondensation is dependent upon the nature of the dialdehyde bridge atom: low selectivity was observed and rationalized by computational analysis for sp 2 hybridized bridge atoms. Unusual triple-split exciton Cotton effects were measured and calculated for highly symmetrical, tetrachromophoric rhombimines.