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Aziridine scaffolds for the detection and quantification of hydrogen-bonding interactions through transition-state stabilization
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Giordano, Luciana, Hoang, Cam T., Shipman, Michael, Tucker, James H. R. and Walsh, Tiffany R.. (2010) Aziridine scaffolds for the detection and quantification of hydrogen-bonding interactions through transition-state stabilization. Angewandte Chemie International Edition, Vol.50 (No.3). pp. 741-744. ISSN 1433-7851
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Official URL: http://dx.doi.org/10.1002/anie.201005580
Abstract
Accurately quantifying the strength, distance, and angular dependence of noncovalent interactions is central to understanding numerous aspects of biology and medicine, as well as supramolecular and synthetic chemistry.[1] However, specific weak interactions are often difficult to quantify. Known approaches[1, 2] include computational modeling, informatics, and a variety of experimental techniques. Of the latter, most notable are systems in which internal motions are restricted to two conformations, interchangeable through bond rotation.[2] For example, the “molecular torsion balance”, developed by Wilcox et al., has successfully quantified a range of weak interactions by determining the equilibrium population of these two conformers.[2b–d,g,h] Here, we demonstrate how molecular motion in the form of pyramidal inversion in aziridines may be used for detecting and assessing the strength of an individual H-bond.
| Item Type: | Journal Article |
|---|---|
| Subjects: | Q Science > QD Chemistry Q Science > QP Physiology T Technology > TP Chemical technology |
| Divisions: | Faculty of Science > Chemistry Faculty of Science > Centre for Scientific Computing |
| Library of Congress Subject Headings (LCSH): | Aziridines, Hydrogen bonding, Supramolecular chemistry |
| Journal or Publication Title: | Angewandte Chemie International Edition |
| Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA |
| ISSN: | 1433-7851 |
| Date: | 2010 |
| Volume: | Vol.50 |
| Number: | No.3 |
| Page Range: | pp. 741-744 |
| Identification Number: | 10.1002/anie.201005580 |
| Status: | Peer Reviewed |
| Access rights to Published version: | Restricted or Subscription Access |
| URI: | http://wrap.warwick.ac.uk/id/eprint/36987 |
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