The chiral binaphthyls is one of the most important precursors for constructing optical molecules. In this paper, (R)- and (S)-2,2'-diethynyl-1,1'-binaphthyl with highly stable chiral configurations were employed as structural templates, and a new type of helical cyclophane compounds (R,P)-3 and (S,M)-3 were synthesized in enantiopure form by the introduction of benzyl sulfone through Sonogashira coupling reaction, followed by the treatment of disulfone with lithium diisopropylamide (LDA). MS, IR, ¹H and ¹³C NMR as well as elemental analysis characterized compound 3. The enantiomeric relation of two isomers was reflected unambiguously by their circular dichroism spectra with exact mirror images and specific rotations [α]_D data.

Key words: chiral binaphthyl, structural template, binaphthyl disulfone, helical cyclophane, enantiomer