Stereoselective Inclusion and Structure of Equatorial-trans-1,2-dichlorocyclohexane

Abstract

Optically active (R,R)-(-)-trans-1,2-dichlorocyclohexane (DCC) was isolated as an inclusion crystal with the optically active host, (R,R)-(-)-trans-2,3-(hydroxydiphenylmethyl)-1,4-dioxaspiro[4.4]-nonane, and the structure of the 2:1 inclusion crystal has been determined by X-ray analysis. Crystal data: C₇₂H₇₄O₈Cl₂, orthorhombic, P2₁2₁2 (No. 18), a = 17.465(6) Å, b = 20.095(6) Å, c = 8.664(5) Å, V = 3040(2) ų, Z = 2, D_c = 1.24g cm⁻³, D_m = 1.23g cm⁻³, T = 293 K and final R ₁ = 0.050 for 2766 observed data (I > 2σ(I)). The conformation of DCC in the inclusion crystal has been found to be equatorial and the absolute configuration was definitely determined to be (R,R) on the basis of the known configuration of the host.

Key Words:

• Stereoselective inclusion
• Dichlorocyclohexane
• Conformation
• X-ray structure
• Inclusion crystal