Self-assembled pentamers and hexamers linked through quadruple-hydrogen-bonded 2-ureido-4 [1H]-pyrimidinones

H.M. Keizer, J.J. Gonzalez, M. Segura, P. Prados, R.P. Sijbesma, E.W. Meijer, J. Mendoza, de

Research output: Contribution to journalArticleAcademicpeer-review

53 Citations (Scopus)

Abstract

The preorganization of bifunctional 2-ureido-4-pyrimidinones mediated by either 1,3-substituted adamantane or meta-substituted phenylene ring linkers leads to the preferred formation of stable pentameric (1)5 and hexameric (2)6 assemblies, respectively. Despite the high binding constant of the 2-ureido-4-pyrimidinone dimers and the highly preorganized structure of the monomer, the predominant formation of cycles (1)5 and (2)6 in solution occurs only within a specific concentration range.
Original languageEnglish
Pages (from-to)4602-4608
JournalChemistry : A European Journal
Volume11
Issue number16
DOIs
Publication statusPublished - 2005

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