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.