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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Blight, Barry A. Hunter, Christopher A. Leigh, David A. McNab, Hamish Thomson, Patrick I. T. |
| Description | Country affiliation: United kingdom Author Affiliation: Blight BA ( School of Chemistry, University of Edinburgh, The King's Buildings, West Mains Road, Edinburgh EH9 3JJ, UK.) |
| Abstract | Secondary electrostatic interactions between adjacent hydrogen bonds can have a significant effect on the stability of a supramolecular complex. In theory, the binding strength should be maximized if all the hydrogen-bond donors (D) are on one component and all the hydrogen-bond acceptors (A) are on the other. Here, we describe a readily accessible AAAADDDD quadruple hydrogen-bonding array that exhibits exceptionally strong binding for a small-molecule hydrogen-bonded complex in a range of different solvents (K(a) > 3 × 10(12) M(-1) in CH2Cl2, 1.5 × 10(6) M(-1) in CH3CN and 3.4 × 10(5) M(-1) in 10% v/v DMSO/CHCl3). The association constant in CH2Cl2 corresponds to a binding free energy (ΔG) in excess of 71 kJ mol(-1) (more than 20% of the thermodynamic stability of a carboncarbon covalent bond), which is remarkable for a supramolecular complex held together by just four intercomponent hydrogen bonds. |
| File Format | HTM / HTML |
| ISSN | 17554330 |
| Issue Number | 3 |
| Volume Number | 3 |
| e-ISSN | 17554349 |
| Journal | Nature Chemistry |
| Language | English |
| Publisher | Nature Publishing Group |
| Publisher Date | 2011-03-01 |
| Publisher Place | Great Britain (UK) |
| Access Restriction | One Nation One Subscription (ONOS) |
| Subject Keyword | Discipline Chemistry Hydrogen Chemistry Carbon Hydrogen Bonding Solvents Spectrophotometry, Ultraviolet Static Electricity Thermodynamics Journal Article Research Support, Non-u.s. Gov't |
| Content Type | Text |
| Resource Type | Article |
| Subject | Chemistry Chemical Engineering |
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