Abstract
The regioselective lithiation of several prototype 1,3-disubstituted heteroatom aromatics, such as 1,3-dimethoxybenzene (DMB), 1,3-difluorobenzene (DFB), and 3-fluoroanisole (FA), has been studied by means of the semiempirical MNDO method. Calculations show clear-cut evidence for the intermediate formation of chelated species 6, which formally derives from the bidentate coordination of the coordinatively unsaturated lithium base by the educt working as a «pair of tweezers»
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