6533b856fe1ef96bd12b1eb4
RESEARCH PRODUCT
The Cu(II) complex of a C-lipophilized 13aneN4 macrocycle with an additional protonable amino group as micellar anion receptor.
Nicolas SokLuca PasottiPiersandro PallaviciniFranck DenatYuri Antonio Diaz-fernandezYoann Rousselinsubject
010405 organic chemistryLigandStereochemistryChemistryProtonation010402 general chemistryRing (chemistry)01 natural sciencesMicelle0104 chemical sciencesInorganic ChemistryMetalDeprotonationGroup (periodic table)visual_artvisual_art.visual_art_mediumAnion receptordescription
Three 13aneN4 macrocyclic ligands have been prepared bearing a -CH(2)NHR side arm (R = H, n-C(5)H(11), n-C(10)H(21)) on a carbon atom. When Cu(2+) is complexed in the macrocyclic ring, the amino group of the side arm undergoes an acid-base protonation equilibrium but it is not able to coordinate apically the metal cation even when it is deprotonated. The Cu(2+) complex with the ligand bearing the longest appended aliphatic chain is fully confined inside Triton X-100 micelles, and its ability to bind and sequestrate a series of anions inside micelles has been studied at two different pH values, i.e. both with protonated and neutral side-arm amino group. The favourable role played by the protonated amino group in the side arm has been demonstrated.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2009-08-20 | Dalton transactions (Cambridge, England : 2003) |