6533b7dafe1ef96bd126dfab

RESEARCH PRODUCT

The dianion of [2.2.2]paracyclophene; a 20 π-perimeter species?

Olof WennerströmRainer TrinksDavid B. TannerUlf NorinderKlaus Müllen

subject

Crystallographychemistry.chemical_compoundchemistryStereochemistryChemical shiftOrganic ChemistryDrug DiscoveryWittig reactionNuclear magnetic resonance spectroscopyBiochemistryCyclophane

description

Abstract A new synthesis of [2.2.2]paracyclophene (1) is presented on reduction,(1) forms a stable dianion which is neither diatropic. nor paratropic. The apparent high symmetry of the dianion and the observed NMR chemical shifts are best explained by a rapid interconversion of a series of C 2-conformers.

https://doi.org/10.1016/s0040-4020(01)87291-4