6533b7d8fe1ef96bd126977b
RESEARCH PRODUCT
Concave π-prismand hydrocarbon [2.2.2]cyclophanes and their crystalline Ag-triflate complexes
Karri AirolaErkki KolehmainenElina WegeliusTanja LahtinenKari Rissanensubject
chemistry.chemical_classificationCrystallographyX-ray absorption spectroscopychemistry.chemical_compoundHydrocarbonchemistryStructure analysisNuclear magnetic resonance spectroscopyCrystal structureTrifluoromethanesulfonateCyclophanedescription
New small concave hydrocarbon cyclophanes were prepared via the well-known HD-2SO2-method. The cyclophanes obtained are isomers of the very well-known [2.2.2]p,p,p-cyclophane, C24H24, a π-prismand efficiently complexing Ag+-ion. X-ray crystal structure determinations showed the bis-sulfide 7 (1,10-dithia[3.3.2]m,p,p-cyclophane) to be helically chiral and that the conformation of the parent hydrocarbon cyclophane 13 ([2.2.2]m,p,p-cyclophane) does not change dramatically upon complexation with the Ag+-ion. The 16- and 17-membered [2.2.2]m,m,p- and [2.2.2]m,p,p-cyclophane (15 and 16) also act as π-prismands and form surprisingly similar crystalline 1:1 Ag-triflate complexes (π-prismates) as the well-known 18-membered p,p,p-isomer proved by the X-ray structure analysis.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1999-04-01 | Journal für praktische Chemie |