ISSN:
0009-2940
Keywords:
Carbanion alkylation
;
Electron transfer
;
Cyclic voltammetry
;
Rate constants
;
Circular dichroism
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The reductive alkylation of the pyrene isomer 1 affords bridged [14]annulenes (2) and 2a,3-dihydro-2a,3-dialkyldicyclopenta[ef,kl]heptalenes (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 voltammetric 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.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250231
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