Achiral diprotonated porphyrins, forming homoassociates in aqueous solution
, lead to spontaneous chiral symmetry breaking. The unexpected result is th
at the chirality sign of these homoassociates can be selected by vortex mot
ion during the aggregation process. This result is confirmed by means of ci
rcular dichroism spectra. These experimental findings are rationalized in t
erms of the asymmetric influence of macroscopic forces on bifurcation scena
rios and by considering the specific binding characteristics of the porphyr
in units to form the homoassociates.