title: Synthesis and Recognition Properties of Cucurbit[8]uril Derivatives.
abstract: A building block approach to the synthesis of Me4CB[8] and Cy2CB[8] by condensation of glycoluril hexamer 1 with bis(cyclic ethers) 2 is reported. X-ray crystallography demonstrates that the equatorial substitution results in an ellipsoidal cavity. Me4CB[8] and Cy2CB[8] display enhanced aqueous solubility and retain the ability to bind to guests (3-9) typical of unsubstituted CB[8]. The higher inherent solubility of Me4CB[8] allowed it to be used as a solubilizing excipient for insoluble drugs.
authors.affiliation: Department of Chemistry and Biochemistry, University of Maryland , College Park, Maryland 20742, United States.
authors.forename: Brittany
authors.initials: B
authors.lastname: Vinciguerra
authors.affiliation: Department of Chemistry and Biochemistry, University of Maryland , College Park, Maryland 20742, United States.
authors.forename: Peter Y
authors.initials: PY
authors.lastname: Zavalij
authors.affiliation: Department of Chemistry and Biochemistry, University of Maryland , College Park, Maryland 20742, United States.
authors.forename: Lyle
authors.initials: L
authors.lastname: Isaacs