Triarylmethyl cations with a sterically shielded cationic center react with selected C‐ and N‐nucleophiles under nucleophilic aromatic substitution. The resulting dipolar p‐quinodimethanes represent highly functionalized extended π systems. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)