6533b82efe1ef96bd129285c

RESEARCH PRODUCT

Topologically Novel Multiple Rotaxanes and Catenanes Based on Tetraurea Calix[4]arenes

Yuliya RudzevichAnca BogdanVolker BöhmerMyroslav O. Vysotsky

subject

StereochemistryChemistryCatenaneMetals and AlloysGeneral ChemistryGeneral MedicineCleavage (embryo)TetraloopCombinatorial chemistryCatalysisSurfaces Coatings and FilmsElectronic Optical and Magnetic Materialschemistry.chemical_compoundPolymer chemistryMaterials ChemistryCeramics and CompositesUreaSalt metathesis reaction

description

Calix[4]arenes bearing at their wide rim four urea residues easily form hydrogen bonded dimeric capsules. This has been used to preorganise alkenyl functions attached to these urea groups for their controlled connection via metathesis reaction. Multimacrocyclic tetraurea derivatives are thus obtained in excellent yields via heterodimers which are formed exclusively with tetratosylurea derivatives. Heterodimerisation of such bis- and tetraloop tetraureas leads analogously to multicatenanes, or to rotaxanes by stoppering. Huge macrocycles are detached from tetraloop derivatives by cleavage of the urea function.

https://doi.org/10.1002/chin.200647235