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Issue 11, 2010
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Cytosine modules in quadruple hydrogen bonded arrays

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Abstract

Cytosine modules have been investigated for applications in supramolecular quadruple hydrogen bonded arrays. Notably, the importance of the C-5–H in the formation of unfolded and folded arrays by substitution to C-5–F was established. In addition, the incorporation of different alkyl chain lengths at N-1 and N-9 indicated that longer alkyl chains give rise to more of the unfolded rotamer, with the chain length and degree of unsaturation at N-1 having the major effect. Methyl cytosine modules were also able to readily form hetero-associated Upy–UCyt dimers as efficiently as the hexyl cytosine modules and a polyadipate telechelic polymer was used to prepare cytosine polymers.

Graphical abstract: Cytosine modules in quadruple hydrogen bonded arrays

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Article information


Submitted
15 Mar 2010
Accepted
05 Jun 2010
First published
03 Aug 2010

New J. Chem., 2010,34, 2634-2642
Article type
Paper

Cytosine modules in quadruple hydrogen bonded arrays

E. Greco, A. E. Aliev, V. G. H. Lafitte, K. Bala, D. Duncan, L. Pilon, P. Golding and H. C. Hailes, New J. Chem., 2010, 34, 2634
DOI: 10.1039/C0NJ00197J

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