Cooperative dynamics in duplexes of stacked hydrogen- bonded moieties

B.J.B. Folmer, R.P. Sijbesma, H. Kooijman, A.L. Spek, E.W. Meijer

Research output: Contribution to journalArticleAcademicpeer-review

129 Citations (Scopus)

Abstract

The self-assembly of two bis-2-ureido-4[1H]-pyrimidinones by eight intermol. hydrogen bonds results in extremely stable dimers. These dimers exist both in soln. and in the solid state as two different isomers. By single-crystal X-ray analyses the structures of both the syn-isomer and the anti-isomer have been detd. In addn., with ROESY expts. the structure of a third isomer is revealed. By a combination of NMR techniques the mutual rate of exchange has been detd. Interestingly, these values are significantly lower than the comparable processes of a single 2-ureido-4[1H]-pyrimidinone. These expts. allowed us to det. the cooperativity in conformational behavior and tautomerization of stable dimers
Original languageEnglish
Pages (from-to)9001-9007
Number of pages7
JournalJournal of the American Chemical Society
Volume121
Issue number39
DOIs
Publication statusPublished - 1999

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