期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 6, 期 18, 页码 3349-3353出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/b806869k
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资金
- NSF [CHE03-53091, CHE07-42801]
- NSF
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0742801] Funding Source: National Science Foundation
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0741968] Funding Source: National Science Foundation
The intramolecular kinetic isotope effect (KIE) for hydride transfer from 10-methyl-9, 10-dihydroacridine to 1-benzyl-3-cyanoquinolinium ion has been found to be 5-6 by both (1)H NMR and mass spectrometry. This KIE is consistent with other hydride transfers. It is inconsistent with the high intermolecular KIEs derived by fitting to a two-step mechanism with a kinetically significant intermediate complex, and it is inconsistent with the strong temperature dependence of those KIEs. We therefore reject the two-step mechanism for this reaction, and we Suggest that other cases proposed to follow this mechanism are in error.
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