Title | EVIDENCE FOR NUCLEOPHILIC-ADDITION BY MUONIUM TO PYRAZINE IN WATER - CONTRAST WITH ORDINARY HYDROGEN |
Publication Type | Journal Article |
Year of Publication | 1991 |
Authors | Wu, Z, Barnabas, MV, Stadlbauer, JM, Venkateswaran, K, Porter, GB, Walker, DC |
Journal | Journal of the American Chemical Society |
Volume | 113 |
Pagination | 9096-9099 |
Date Published | Nov |
Type of Article | Article |
ISBN Number | 0002-7863 |
Keywords | 1-HYDROPYRIDINYL RADICALS, ATOMS, ELECTRON-SPIN RESONANCE, FREE-RADICALS, LEVEL-CROSSING-RESONANCE, LIQUIDS, ORGANIC, ROTATION, SPECTROSCOPY |
Abstract | The presence of heterocyclic N atoms in an aromatic solute enhance its rate of reaction toward muonium, and the free radicals formed are seen to have muonium attached to a C atom of the ring. This contrasts the behavior of H-1 in water, where addition to N-heterocyclic rings occurs an order of magnitude slower and with H attaching to N, at least in acid solution. Muonium evidently shows nucleophilic character while ordinary hydrogen atoms are electrophilic. Pyrazine (1,4-diazine) was used for this comparison with benzene because it has the advantage over pyridine of forming only two possible radicals. |
URL | <Go to ISI>://A1991GQ93100010 |
