Intra-molecular selectivity of muonium towards chlorinated aromatic compounds |
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Authors: | Krishnan Venkateswaran John M. Stadlbauer Mark E. Laing Jan Klugkist Delano P. Chong Gerald B. Porter David C. Walker |
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Affiliation: | (1) Department of Chemistry and TRIUMF, University of British Columbia, V6T 1Y6 Vancouver, B.C., Canada;(2) Hindustan Lever Research Centre, Bombay, India;(3) Hood College, Frederick, MD, USA;(4) Unilever Research, Port. Sunlight Laboratory, Bebington, Wirral, UK |
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Abstract: | Muon resonance studies show that muonium atoms (Mu) in ethanol add selectively to certain C-sites of aromatic compounds containing -Cl and -OH substituents. The sites chosen seem to be those carrying the lowest electron density. This helps to characterize Mu as a nucleophile in addition reactions and, in this respect, Mu differs from ordinary H-atoms.The study shows no apparentinter-molecular selectivity between a pair of aromatic solutes in an equimolar mixture, but strongintra-molecular selectivity in an ether composed of those two aromatic rings. This difference between intra- and inter-molecular selectivity is interpreted as kinetic in origin — arising from the caging effect of the solvent and peculiar to reactions close to the diffusion-controlled limit. |
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