Here we report the first example of e.e. detection using porphyrin inner core N-H resonances. We have designed P [5,10,15,20-tetrakis(2-aminiumphenyl)-2,3,7,8,12,13,17,18octaethylporphyrin] as a receptor system (Figure ) exploiting three main molecular engineering strategies: 1) steric overcrowding to obtain a saddle-shaped macrocycle while retaining the porphyrin conjugation and exposing the inner pyrrolic units for host-guest interactions; 2) peripheral donating groups creating a lock-and-key comparable system to encapsulate chiral analytes in the porphyrin lattice and allow the detailed NMR analysis at room temperature. 3) formation of atropisomers based on the orientation of peripheral groups to have the ultimate control of the symmetry elements in pro-CSA. In our previous study, we have highlighted the selective nature of host P for guests containing sulfonate or phosphonate motifs. The analyte interacts directly with the inner ring system and generates static and well-resolved NMR spectral lines. As previously mentioned, the depressed temperatures can also offer slow exchange rates for potential detection of e.e. However, the aim of the following studies is the development of a readily available and highly effective analytical tool for room-temperature measurements. Therefore, (±)-10-camphorsulfonic acid (10CSA) bearing the sulfonic moiety and stereogenic centers was selected as a chiral guest in the present study.