Electron-transfer-induced tautomerization in methylindanones: Electronic control of the tunneling rate for enolization

…, T Bally, T Filipiak, A Marcinek, J Gebicki

文献索引：Bednarek; Zhu; Bally; Filipiak; Marcinek; Gebicki Journal of the American Chemical Society, 2001 , vol. 123, # 10 p. 2377 - 2387

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被引用次数: 10

摘要

The radical cations generated from 4-methyl-and 4, 7-dimethylindanone, as well as their deuterated isotopomers, isolated in Argon matrices, were found to undergo enolization to the corresponding enol radical cations at rates that differ by orders of magnitude. It is shown by quantum chemical calculations that the effect of the remote methyl group in the 4-position is of purely electronic nature in that it stabilizes the unreactive π-radical relative to the ...