Can I read Reactivity and reaction pathways of alkylalkoxybenzene radical cations. Part 2. Effects of 2-alkyl substituents on the relative importance of deprotonation over de-tert-butylation of 2-alkyl-5-tert-butyl-1,4-dimethoxybenzene radical cations on EtoBox?

Reactivity and reaction pathways of alkylalkoxybenzene radical cations. Part 2. Effects of 2-alkyl substituents on the relative importance of deprotonation over de-tert-butylation of 2-alkyl-5-tert-butyl-1,4-dimethoxybenzene radical cations by Cheng-Xue Zhao; Yue-Fa Gong; Hai-Ying He; Xi-Kui Jiang is a Chemistry article available to read on EtoBox.

What is Reactivity and reaction pathways of alkylalkoxybenzene radical cations. Part 2. Effects of 2-alkyl substituents on the relative importance of deprotonation over de-tert-butylation of 2-alkyl-5-tert-butyl-1,4-dimethoxybenzene radical cations about?

The 2-alkyl-5-tert-butyl-1,4-dimethoxybenzene radical cations 1 Á a-e (2-alkyl = Me, Et, i-Pr, c-PrCH 2 and PhCH 2 ) generated in one-electron oxidation of their parent compounds 1a-e by pentafluorobenzoyl peroxide or cerium(IV) sulfate were characterized by EPR spectrometry. The product analysis shows that under certain conditions 1 Á a-e may collapse through two competitive pathways, i.e. deprotonation and de-tert-butylation. The deprotonation of 1 Á a-e is further assured by EPR observations of the corresponding benzyl radical intermediates. The relative importance of the two pathways is greatly dependent on the structure of the alkyl substituents, the nature of the solvents and the reaction temperature. For deprotonation, the reactivity order is found to be c-PrCH 2 bMe bPhCH 2 bEt ) i-Pr.

Who reads Reactivity and reaction pathways of alkylalkoxybenzene radical cations. Part 2. Effects of 2-alkyl substituents on the relative importance of deprotonation over de-tert-butylation of 2-alkyl-5-tert-butyl-1,4-dimethoxybenzene radical cations?

Author

Cheng-Xue Zhao; Yue-Fa Gong; Hai-Ying He; Xi-Kui Jiang

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; Wiley (ISSN 0894-3230)

Published

1999

Language

EN

Field

Chemistry (Physical Sciences)