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Single Electron Transfer SET in Ionic Reactions

Molecular Orbitals and Organic Chemical Reactions Student Edition Ian Fleming 2009 John Wiley Sons, Ltd [Pg.111]

There is good evidence that some nucleophilic substitution reactions do involve SET, but the best established use a slightly different mechanism. These are the [Pg.112]

Examples are the reaction of the nitronate anion 4.14 with p-nitrobcnzyl chloride 4.15, and the reaction of the pinacolone enolate 4.16 with bromo-benzene 4.17. The former might have been a straightforward SN2 reaction, but actually takes the SrnI pathway because the nitro groups make the electron transfer exceptionally easy. The latter cannot take place by a conventional Sk2 reaction, because aryl (and vinyl) halides are not susceptible to direct displacement, and the SrnI pathway overcomes this difficulty. [Pg.113]


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Electrons in reactions

Ionic electron transfer

Ionic reactions

Reaction single reactions

SET reaction

Single electron transfer

Single electron transfer reactions

Single reactions

Single-Electron Transfer (SET) Reactions

Single-electron transfer (SET

Transference ionic

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