Mehr, S. H. M. , Patrick, B. O. and MacLachlan, M. J. (2016) Stabilization of a strained heteroradialene by peripheral electron delocalization. Organic Letters, 18(8), pp. 1840-1843. (doi: 10.1021/acs.orglett.6b00577) (PMID:27031736)
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Abstract
Dimethylamine and 2,4,6-triformylphloroglucinol react to form a product with a highly contorted nonplanar geometry due to favorable electron delocalization. This new heteroradialene compound has been studied by X-ray diffraction, variable-temperature multinuclear NMR spectroscopy, IR spectroscopy, UV–vis spectroscopy, and ab initio calculations. Electron delocalization throughout the periphery of the central ring leads to a structure that retains very little of the aromatic characteristics of the starting material.
| Item Type: | Articles |
|---|---|
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Mehr, Dr Hessam |
| Authors: | Mehr, S. H. M., Patrick, B. O., and MacLachlan, M. J. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Organic Letters |
| Publisher: | American Chemical Society |
| ISSN: | 1523-7060 |
| ISSN (Online): | 1523-7052 |
| Published Online: | 31 March 2016 |
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