Complex-Induced Proximity Effect in the Regioselective Lithiation of Pyridine Derivatives

Dhau, Jaspreet S. ; Singh, Amritpal ; Kasetti, Yoganjaneyulu ; Bharatam, P. V. (2012) Complex-Induced Proximity Effect in the Regioselective Lithiation of Pyridine Derivatives European Journal of Organic Chemistry, 2012 (9). pp. 1746-1752. ISSN 1434-193X

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Official URL: http://doi.org/10.1002/ejoc.201101592

Related URL: http://dx.doi.org/10.1002/ejoc.201101592

Abstract

The complexation of BF3 with picoline and lutidine allows regioselective ring lithiation with lithium diisopropylamide (LDA). Experimental and computational studies indicate that the role of the complex‐inducedproximity effect (CIPE) is greater than that of the electrostatic effect in achieving the selective ring lithiation of methyl‐substituted pyridine derivatives.

Item Type:Article
Source:Copyright of this article belongs to John Wiley & Sons, Inc.
Keywords:Nitrogen Heterocycles; Lith­iation; Lithium; Regioselectivity; Density Functional Calculations.
ID Code:116511
Deposited On:12 Apr 2021 09:58
Last Modified:12 Apr 2021 09:58

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