Crystal structure of (R)-2′-benzyloxy-[1,1′-binaphthalen]-2-yl trifluoromethanesulfonate

Abstract

In the title compound, C28H19F3O4S, a new 2′-benzyloxy (R)-BINOL derivative containing a trifluoromethanesulfonate group in the 2-position, the planes of the two naphthyl ring systems (r.m.s. deviations = 0.012 and 0.019 Å) are at an angle of 73.36 (2)°, and the planes of the benzyl ring and the naphthyl ring system bound to the ether O atom are at an angle of 75.67 (4)°. In the crystal, molecules are linked via C—H...F hydrogen bonds, forming chains propagating along [100]. The chains are linked via a weak C—F...π interaction and weak π–π interactions [shortest inter-centroid distance = 3.9158 (12) Å], forming a three-dimensional structure. The absolute structure of the molecule in the crystal was determined by resonant scattering [Flack parameter = 0.02 (6)].

Keywords

• crystal structure
• (R)-BINOL
• binaphthyl
• sulfonate
• chiral