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INTRAMOLECULAR SELECTIVITY OF MUONIUM TOWARDS CHLORINATED AROMATIC-COMPOUNDS

TitleINTRAMOLECULAR SELECTIVITY OF MUONIUM TOWARDS CHLORINATED AROMATIC-COMPOUNDS
Publication TypeJournal Article
Year of Publication1994
AuthorsVenkateswaran, K, Stadlbauer, JM, Laing, ME, Klugkist, J, Chong, DP, Porter, GB, Walker, DC
JournalHyperfine Interactions
Volume87
Pagination947-952
Type of ArticleProceedings Paper
ISBN Number0304-3843
KeywordsADDITION-REACTIONS, AQUEOUS-SOLUTIONS, BENZOIC-ACID, HYDROGEN ISOTOPES, LEVEL-CROSSING RESONANCE, Pyrazine, WATER
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 apparent inter-molecular selectivity between a pair of aromatic solutes in an equimolar mixture, but strong intra-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.

URL<Go to ISI>://A1994PA11800018