6533b832fe1ef96bd129af36
RESEARCH PRODUCT
A Supramolecular Chiral Auxiliary Approach: “Remote Control ”of Stereochemistry at a Hierarchically Assembled Dimeric Helicate
Fangfang PanMarkus AlbrechtGerhard RaabeDavid Van CraenKari Rissanensubject
Chiral auxiliary010405 organic chemistryChemistryDimerOrganic ChemistrySupramolecular chemistryNanotechnologyGeneral Chemistry010402 general chemistrychemistry01 natural sciencesCatalysis0104 chemical sciencesSolventchemistry.chemical_compoundCrystallographyMonomerSelf-assemblytitaniumta116dimeric helicateDiels–Alder reactiondescription
Dimeric hierarchically-assembled titanium(IV) helicates are in solvent-dependent equilibrium with the corresponding monomers. Statistically formed mixtures of such complexes bearing chiral stereocontrolling ligands and achiral diene-substituted ligands show high diastereoselectivity and reasonable enantioselectivity in the Diels-Alder reaction with maleimides if the reaction proceeds with the dimer but not with the monomer. Thus, solvent dependent switching between the monomer and dimer enables on/off switching of the enantioselectivity.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-01-13 | Chemistry: A European Journal |