Kessar, Satinder V. ; Singh, Paramjit ; Singh, Kamal N. ; Bharatam, Prasad V. ; Sharma, Arvind K. ; Lata, Sneh ; Kaur, Amarjit (2008) A Study of BF3-Promotedortho 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://doi.org/10.1002/anie.200705967
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 F⋅⋅⋅Li 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 & Sons, Inc. |
| Keywords: | Anilines; Boron; Density Functional Calculations; Lithiation; Metalation. |
| ID Code: | 116588 |
| Deposited On: | 12 Apr 2021 10:16 |
| Last Modified: | 12 Apr 2021 10:16 |
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