Moorthy, Jarugu Narasimha ; Senapati, Kalyan ; Parida, Keshaba Nanda ; Jhulki, Samik ; Sooraj, Kunnikuruvan ; Nair, Nisanth N. (2011) Twist does a twist to the reactivity: stoichiometric and catalytic oxidations with twisted tetramethyl-IBX Journal of Organic Chemistry, 76 (23). pp. 9593-9601. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo201491q
Related URL: http://dx.doi.org/10.1021/jo201491q
Abstract
The methyl groups in TetMe-IBX lower the activation energy corresponding to the rate-determining hypervalent twisting (theoretical calculations), and the steric relay between successive methyl groups twists the structure, which manifests in significant solubility in common organic solvents. Consequently, oxidations of alcohols and sulfides occur at room temperature in common organic solvents. In situ generation of the reactive TetMe-IBX from its precursor iodo-acid, i.e., 3,4,5,6-tetramethyl-2-iodobenzoic acid, in the presence of oxone as a co-oxidant facilitates the oxidation of diverse alcohols at room temperature.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 81854 |
| Deposited On: | 08 Feb 2012 12:40 |
| Last Modified: | 08 Feb 2012 12:40 |
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