Tetrathiafulvalene-[2.2]paracyclophanes: Synthesis, chiral structures and chiroptical properties

Two racemic tetrathiafulvalene‐[2.2]paracyclophane electron donors EDT‐TTF‐[2.2]paracyclophane 1 and (COOMe)2‐TTF‐[2.2]paracyclophane 2 have been synthesized via the phosphite mediated cross coupling strategy. Chiral HPLC allowed the optical resolution of the (RP) and (SP) enantiomers for both compounds. Solid‐state structures of (RP)‐1 and (rac)‐2 have been determined by single crystal X‐ray analysis. Intermolecular π‐π and S•••S interactions are disclosed in the packing. Single crystal X‐ray analysis of (RP)‐1 combined with experimental and theoretical circular dichroism spectra allowed the assignment of the absolute configuration of the enantiomers of 1 and 2.