New scaffolds for supramolecular chemistry: upper-rim fully tethered 5-methyleneureido-5'-methyl-2,2'-bipyridyl cyclodextrins.
Seven upper-rim fully tethered cyclodextrins (URFT-CDs) have been synthesised in a good average coupling yield using the one-step "phosphine imide" approach and their metal complexation behaviour with lanthanides and transition metals was explored. We observed that the A-TE-E light conversion process (antennae effect) occurs in the URFT-CD lanthanide complexes. A molecular redox switch based on the corresponding iron complexes is also reported. A reversible intramolecular translocation of the FeII and FeIII ions, between two distinct binding cavities has been monitored spectroscopically and achieved by chemical triggering. Finally, a negative allosteric control of ion recognition through the formation of a CD pseudocryptand is discussed.
Unité Mixte de Recherches CNRS Structure et Réactivité des Systèmes Moléculaires Complexes Université Henri Poincaré, Nancy 1 5 rue A. Lebrun, B.P. 403, 54001 Nancy, France.
Romain
R
Heck
Florence
F
Dumarcay
Alain
A
Marsura
D001665:Binding Sites; D002412:Cations / Q000737:chemistry; D003505:Cyclodextrins / Q000138:chemical synthesis* / Q000737:chemistry; D008670:Metals / Q000737:chemistry*; D008958:Models, Molecular; D010084:Oxidation-Reduction; D013057:Spectrum Analysis
D002412:Cations; D003505:Cyclodextrins; D008670:Metals