Kessar, Satinder V. ; Singh, Paramjit ; Singh, Kamal N. ; Bharatam, Prasad V. ; Sharma, Arvind K. ; Lata, Sneh ; Kaur, Amarjit (2008) A study of BF3-promoted ortho lithiation of anilines and DFT calculations on the role of fluorine-lithium interactions Angewandte Chemie International Edition, 47 (25). pp. 4703-4706. ISSN 1433-7851
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/anie.20...
Related URL: http://dx.doi.org/10.1002/anie.200705967
Abstract
Director's cut: The poor directing ability of the dimethylamino group in directed ortho metalation is altered by complexation to BF3, which makes it more strongly activating than methoxy and chloro groups. DFT calculations of simplified lithiated intermediates reveal a small role of the inductive effect, but a distinctive FLi interaction that leads to a F-Li distance which is remarkably similar to the C-Li distance.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons, Inc. |
| Keywords: | Anilines; Boron; Density Functional Calculations; Lithiation; Metalation |
| ID Code: | 17221 |
| Deposited On: | 16 Nov 2010 08:11 |
| Last Modified: | 03 Jun 2011 10:12 |
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