Issue 42, 2006
From the journal:

Chemical Communications

Self-complementary purines by quadruple hydrogen bonding†

Alisha M. Martin,a   Roslyn S. Butler,a   Ion Ghiviriga,a   Rachel E. Giessert,a   Khalil A. Abbouda  and  Ronald K. Castellano*a  

* Corresponding authors

a Department of Chemistry, University of Florida, P.O. Box 117200, Gainesville, USA
E-mail: castellano@chem.ufl.edu
Fax: +1 352 846 0296
Tel: +1 352 392 2752

Abstract

The first discrete, self-complementary, quadruply hydrogen-bonded complexes based on the 2,6-diaminopurine (DAP) scaffold have been prepared; regioselective urea formation at the C(2) amino group of the heterocycle allows intermolecular dimerization (Kdim ∼ 1–1.6 × 103 M−1 in CDCl3) through a DADA hydrogen bonding motif.

Graphical abstract: Self-complementary purines by quadruple hydrogen bonding

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Article information

DOI
https://doi.org/10.1039/B610239E
Article type
Communication
Submitted
21 Jul 2006
Accepted
16 Aug 2006
First published
07 Sep 2006

Chem. Commun., 2006, 4413-4415

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Self-complementary purines by quadruple hydrogen bonding

A. M. Martin, R. S. Butler, I. Ghiviriga, R. E. Giessert, K. A. Abboud and R. K. Castellano, Chem. Commun., 2006, 4413 DOI: 10.1039/B610239E

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