Abstract The through‐ring conjugation between π‐donor and attractor substitutents on vicinal carbons of cyclopropane with the direct participation of the ring was assessed using proton and 13 C NMR. Appropriate 1 H NMR correlations were obtained between σp and δH of the trimethylene protons. However, aryl through‐space field effects were found to obscure individual conjugative effects. Conversely, the 13 C NMR data implied the occurrence of competitive conjugation of π‐groups with the ring but gave no proof for the existence of the actual transmission of conjugative effects through the C‐1–C‐2 bond of the ring.