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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. doi:10.1002/anie.201005580 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 | ||||
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Subjects: | Q Science > QD Chemistry Q Science > QP Physiology T Technology > TP Chemical technology |
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry Faculty of Science, Engineering and Medicine > Science > Centre for Scientific Computing |
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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 | ||||
Official Date: | 2010 | ||||
Dates: |
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Volume: | Vol.50 | ||||
Number: | No.3 | ||||
Page Range: | pp. 741-744 | ||||
DOI: | 10.1002/anie.201005580 | ||||
Status: | Peer Reviewed | ||||
Access rights to Published version: | Restricted or Subscription Access |
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