Alkali metal reductions of organic molecules: Why mediated electron transfer from lithium is faster than direct reduction

N.V. Rees, R. Baron, R.G. Compton, N.M. Kershaw, T.J. Donohoe

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

Lithium metal reductions are widely employed in organic synthesis, where it is common to employ a "mediator" to speed up the electron transfer kinetics. We present experimental data for the electrode kinetics of the reduction of the most common mediator, 4,4′-di-tert-butyl-1,1′-biphenyl (DBB) in tetrahydrofuran (THF) over a range of temperatures. Using corresponding data for the oxidation of lithium we present quantitative estimates of the kinetic advantage for the use of DBB as a mediator in lithium reductions, over, in particular, direct reduction using lithium metal.
Original languageEnglish
Pages (from-to)12256-12257
Number of pages2
JournalJournal of the American Chemical Society
Volume130
Issue number37
DOIs
Publication statusPublished - 17 Sep 2008

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