A1 Journal article (refereed)
Exploring the 2, 2´-Diamino-5,5´-bipyrimidine Hydrogen Bonding Motif: A Modular Approach to Alkoxy-functionalised Hydrogen-bonded Networks (1998)

Nissinen, M., Wegelius, E., Rissanen, K., Krische, M. J., Lehn, J.-M., Fischer, J., & Kyritsakas, N. (1998). Exploring the 2, 2´-Diamino-5,5´-bipyrimidine Hydrogen Bonding Motif: A Modular Approach to Alkoxy-functionalised Hydrogen-bonded Networks. Helvetica Chimica Acta, 81(11), 1921-30. https://doi.org/10.1002/(SICI)1522-2675(19981111)81:11%3C1921::AID-HLCA1921%3E3.0.CO;2-7

JYU authors or editors

Publication details

All authors or editors: Nissinen, Maija; Wegelius, Elina; Rissanen, Kari; Krische, Michael J.; Lehn, Jean-Marie; Fischer, Jean; Kyritsakas, Natalie

Journal or series: Helvetica Chimica Acta

Publication year: 1998

Volume: 81

Issue number: 11

Pages range: 1921-30

Publisher: Wiley

Publication language: English

DOI: https://doi.org/10.1002/(SICI)1522-2675(19981111)81:11%3C1921::AID-HLCA1921%3E3.0.CO;2-7

Publication open access: Not open

Publication channel open access: 

Abstract

The programmed self-association of 2,2′-diamino-4,4′-dialkoxy-5,5′-bipyrimidines allows for the de novo construction of alkoxy-functionalized H-bonded ribbons and sheets as evidenced by X-ray crystallographic analysis. The data provide insight into the interplay of the different structural and interactional features of the molecular components to the generation of the supramolecular assembly. Hydrophobicity of the didodecyl side chains of 4c leads to the dominance of the H-bonding factor, resulting in the formation of a fully interconnected array. These results define the utility of the of 2,2′-diamino-4,4′-dialkoxy-5,5′-bipyrimidines as a potential scaffold for the attachment of electro- or photochemically active alkoxy residues for self-assembled functional supramolecular materials.

Free keywords: Hydrogen bonding; X-ray crystallography

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Ministry reporting: Yes

Preliminary JUFO rating: Not rated