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Solid-state and solution phase reactivity of 10-hydroxy-10,9-boroxophenanthrene: a model building block for self-assembly processes
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Greig, L. M., Kariuki, B. M., Habershon, Scott, Spencer, N., Johnston, R. L., Harris, K. D. M. and Philp, D.. (2002) Solid-state and solution phase reactivity of 10-hydroxy-10,9-boroxophenanthrene: a model building block for self-assembly processes. New Journal of Chemistry, Vol. 26 (No. 6). p. 701. ISSN 1369-9261
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Official URL: http://dx.doi.org/10.1039/B110285K
Abstract
The relative stability of 10-hydroxy-10,9-boroxophenathrene and its electrophilic reactivity are traced through experiment and calculations to the partially aromatic character of the boron-containing heterocyclic ring. The electrophilic reactivity of 10-hydroxy-10,9-boroxophenathrene towards itself in the solid state and towards other nucleophiles in solution is described. The mechanism of the solid-state reaction has been characterised by both X-ray diffraction and thermal analysis. In solution, however, 10-hydroxy-10,9-boroxophenathrene does not react with itself, although it does react rapidly and reversibly with benzylic alcohols in solution, even at low temperatures. This selective and reversible reaction is ideal for use in self-assembly processes.
| Item Type: | Journal Article |
|---|---|
| Divisions: | Faculty of Science > Chemistry |
| Journal or Publication Title: | New Journal of Chemistry |
| Publisher: | Royal Society of Chemistry |
| ISSN: | 1369-9261 |
| Date: | 2002 |
| Volume: | Vol. 26 |
| Number: | No. 6 |
| Page Range: | p. 701 |
| Identification Number: | 10.1039/b110285k |
| Status: | Peer Reviewed |
| Publication Status: | Published |
| Access rights to Published version: | Restricted or Subscription Access |
| URI: | http://wrap.warwick.ac.uk/id/eprint/50637 |
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