6533b859fe1ef96bd12b807c

RESEARCH PRODUCT

The separation of cis- and trans-1,3-cyclohexanediol isomers by copper complexation. Crystal structures of cis-1,3-cyclohexanediol and copper(II) chloride cis-1,3-cyclohexanediol complex

Reijo SillanpääRaikko KivekäsAri Lehtonen

subject

010405 organic chemistryInorganic chemistryHalidechemistry.chemical_elementCrystal structure010402 general chemistry01 natural sciencesChlorideCopperSquare pyramidal molecular geometry0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundCrystallographychemistryMaterials ChemistrymedicineCopper(II) chlorideMoietyPhysical and Theoretical ChemistryCis–trans isomerismmedicine.drug

description

Abstract A 1:1 complex between copper(II) chloride and cis-1,3-cyclohexanediol has been synthesized and its crystal structure determined. The structure is composed of two different dinuclear [CuCl2(c-13chd)]2 units in which the copper(II) ions are surrounded by the two oxygen atoms of the diol and the two halide ions in a distorted cis-square planar arrangement in both cases. A fifth coordination site is occupied by a halide ion in one dinuclear unit for both copper ions and an O atom belonging to the adjacent CuCl2(c-13chd) moiety in the other dinuclear unit for both copper ions, thus forming a distorted square pyramidal geometry for the metals in all cases. The ability of CuCl2 to preferentially form a complex with cis-1,3-cyclohexanediol renders it amenable to the separation of the cis- and trans-isomers of 1,3-cyclohexanediol as the trans-isomer is not able to form such a complex with CuCl2 and neither are any mixed complexes formed. The crystal structure of cis-1,3-cyclohexanediol is also reported for comparative purposes.

https://doi.org/10.1016/s0277-5387(02)00934-8