Structural parameters governing the dynamic combinatorial synthesis of catenanes in water

F.B.L. Cougnon, N. Ponnuswamy, N.A. Jenkins, Dan Pantos, J.K.M. Sanders

Research output: Contribution to journalArticle

43 Citations (Scopus)

Abstract

We report the first dynamic combinatorial synthesis in water of an all-acceptor [2]catenane and of different types of donor-acceptor [2] and [3]catenanes. Linking two electron-deficient motifs within one building block using a series of homologous alkyl chains provides efficient and selective access to a variety of catenanes and offers an unprecedented opportunity to explore the parameters that govern their synthesis in water. In this series, catenane assembly is controlled by a fine balance between kinetics and thermodynamics and subtle variations in the building block structure, such as the linker length and building block chirality. A remarkable and unexpected odd-even effect with respect to the number of atoms in the alkyl linker is reported.
Original languageEnglish
Pages (from-to)19129-19135
Number of pages7
JournalJournal of the American Chemical Society
Volume134
Issue number46
DOIs
Publication statusPublished - Nov 2012

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Catenanes
Water
Chirality
Thermodynamics
Electrons
Atoms
Kinetics
catenane

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Structural parameters governing the dynamic combinatorial synthesis of catenanes in water. / Cougnon, F.B.L.; Ponnuswamy, N.; Jenkins, N.A.; Pantos, Dan; Sanders, J.K.M.

In: Journal of the American Chemical Society, Vol. 134, No. 46, 11.2012, p. 19129-19135.

Research output: Contribution to journalArticle

Cougnon, F.B.L. ; Ponnuswamy, N. ; Jenkins, N.A. ; Pantos, Dan ; Sanders, J.K.M. / Structural parameters governing the dynamic combinatorial synthesis of catenanes in water. In: Journal of the American Chemical Society. 2012 ; Vol. 134, No. 46. pp. 19129-19135.
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