Elango, M. ; Parthasarathi, R. ; Subramanian, V. ; Chattaraj, P. K. (2006) Alkylation of enolates: an electrophilicity perspective International Journal of Quantum Chemistry, 106 (4). pp. 852-862. ISSN 0020-7608
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/qua.208...
Related URL: http://dx.doi.org/10.1002/qua.20844
Abstract
Enolates are ambient nucleophiles, and alkylation can occur either at a carbon or at an oxygen site. It is known that the ratio of C/O alkylation depends significantly on various factors, including the type of enolate, alkylating agent, site of alkylation, and solvent environment. Analysis of regioselectivity and solvent effects on alkylation of lithium enolates is investigated using various reactivity descriptors, including generalized philicity. These results point out the reliability of both global and local reactivity descriptors in providing significant information about site selectivity and chemical reactivity of lithium enolates.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons. |
| Keywords: | Alkylation; Enolate; DFT; Chemical Hardness; Electrophilicity |
| ID Code: | 71198 |
| Deposited On: | 24 Nov 2011 09:15 |
| Last Modified: | 24 Nov 2011 09:15 |
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