We report the synthesis of modified Cram-type cavitands bearing one or two fluorescent labels for single-molecule spectroscopic studies of vasekite conformational switching (Scheme 3). Syntheses were performed by stepwise bridging of the four couples of neighboring H-bonded OH groups of resorcinarene bowls (Schemes 2 and 3). The new substitution patterns enable the construction of a large variety of future functional architectures. 1H-NMR Investigations showed that the new partially and differentially bridged cavitands feature temperature- and pH-triggered vasekite conformational isomerism similar to symmetrical cavitands with four identical quinoxaline bridges (Table). It was discovered that vasekite switching of cavitands is strongly solvent-dependent.