Synthesis, Chiral Resolution, and Absolute Configuration of Dissymmetric 4,12‐Difunctionalized [2.2]Paracyclophanes

Abstract Racemic 4,12‐difunctionalized [2.2]paracyclophanes were synthesized and successfully resolved by (recycling) HPLC on a stationary CHIRALPAK IA phase at a semipreparative scale. Their absolute configurations were determined by X‐ray crystal structure analysis and/or by comparison of their specific optical rotations with literature data. These are valuable functionalized C 2 ‐symmetric building blocks for the formation of more sophisticated V‐shaped, chiral molecular architectures, as demonstrated by some exploratory transformations.