Issue 15, 2002
From the journal:

Physical Chemistry Chemical Physics

Quadruple hydrogen bonds of ureido-pyrimidinone moieties investigated in the solid state by 1H double-quantum MAS NMR spectroscopy†

Ingo Schnell,a   Benedikt Langer,a   Serge H. M. Söntjens,b   Rint P. Sijbesma,b   Marcel H. P. van Genderenb  and  Hans Wolfgang Spiess*a  

* Corresponding authors

a Max-Planck-Institut für Polymerforschung, Postfach 3148, Mainz, Germany
E-mail: spiess@mpip-mainz.mpg.de

b Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, Eindhoven, The Netherlands

Abstract

The structure of the quadruple hydrogen bond formed by ureido-pyrimidinone moieties is investigated in dimerised model compounds, as well as in a supramolecular polymer, by solid-state 1H double-quantum (DQ) NMR spectroscopy under fast magic-angle spinning (MAS). This NMR method combines the sensitivity of 1H NMR chemical shifts to the strengths of hydrogen bonds with quantitative information about dipole–dipole couplings between pairs of protons. Thus, two-dimensional 1H DQ MAS spectra provide particularly detailed insight into the arrangement of hydrogen bonds and allow proton–proton distances to be measured. For the supramolecular polymer, a thermally induced irreversible tautomeric rearrangement of the hydrogen-bonded moieties is elucidated in the bulk material. This process is associated with an Arrhenius activation energy of (145 ± 15) kJ mol−1, which can be rationalised in terms of hydrogen-bond dissociation and the reorientation of the supramolecular polymer chain.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/B203333J
Article type
Paper
Submitted
05 Apr 2002
Accepted
29 May 2002
First published
02 Jul 2002

Phys. Chem. Chem. Phys., 2002,4, 3750-3758

Permissions

Request permissions

Quadruple hydrogen bonds of ureido-pyrimidinone moieties investigated in the solid state by 1H double-quantum MAS NMR spectroscopy

I. Schnell, B. Langer, S. H. M. Söntjens, R. P. Sijbesma, M. H. P. van Genderen and H. Wolfgang Spiess, Phys. Chem. Chem. Phys., 2002, 4, 3750 DOI: 10.1039/B203333J

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements