139914-67-3Relevant academic research and scientific papers
Reductive Transformations, 16 Electron Transfer and Regioselectivity in the Alkylation of a Hydrocarbon Mono- and Dianion
Muellen, Klaus,Alexander, Juergen,Klabunde, Kay-Uwe,Klaerner, Frank-Gerrit,Lund, Henning,Lund, Torben
, p. 505 - 514 (2007/10/02)
The reductive alkylation of the pyrene isomer 1 affords bridged annulenes (2) and 2a,3-dihydro-2a,3-dialkyldicyclopentaheptalenes (3).The involvement of an electron transfer (ET) in this reaction is demonstrated by optically pure electrophiles.Supporting evidence for ET processes is provided by cyclic voltammetry measurement of rate constants for both the ET process and the SN2 reaction.The choice of the electrophile is relevant not only for the importance of electron transfer, but also for the regioselectivity of the alkylation reaction. Key Words: Carbanion alkylation / Electron transfer / Cyclic voltammetry / Rate constants / Circular dichroism
