title: A multiple hydrogen-bond scaffold based on dipyrimidin-2-ylamine.
abstract: A multiple hydrogen-bond array based on dipyrimidin-2-ylamine is presented, which is easily accessible. The influence of a preorganizing intramolecular hydrogen bond, tautomeric equilibria, and steric effects on the association behavior were investigated. X-ray diffraction shows that the molecules feature an ADA (acceptor-donor-acceptor) array of hydrogen-bonding sites in the solid state. The array persists in solution, and (1)H NMR titrations show that molecules with sterically nondemanding DAD arrays are selectively bound. [structure: see text]
authors.affiliation: Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.
authors.forename: S H
authors.initials: SH
authors.lastname: Söntjens
authors.forename: J T
authors.initials: JT
authors.lastname: Meijer
authors.forename: H
authors.initials: H
authors.lastname: Kooijman
authors.forename: A L
authors.initials: AL
authors.lastname: Spek
authors.forename: M H
authors.initials: MH
authors.lastname: van Genderen
authors.forename: R P
authors.initials: RP
authors.lastname: Sijbesma
authors.forename: E W
authors.initials: EW
authors.lastname: Meijer