In conclusion, we have developed a new class of anion receptors and transporters based on the convergent array of CH hydrogen bond donors augmented with strong dipole-anion interactions. The effectiveness of the new receptors is comparable with the current golden standards in the field. Uniquely, their CH hydrogen bond donors come from the aromatic core of resorcin [4]arenes, substituted with both electron-withdrawing -NO2 and electron-donating -O-alkyl groups. This design breaks the standard rules for the design of CHbonding anion receptors, because the -O-alkyl groups would traditionally be expected to counterbalance the polarization of CH hydrogen bond donors. Despite this, in the current case, the inductive effects, the confocal position of the donors, and additional stabilization originating from optimally oriented dipole moments of the molecule result in unexpectedly high effectiveness in anion binding and transmembrane transport. These findings open new directions in the development of anion receptors because they demonstrate that electron-rich aromatic rings can also support strong anion binding.