1.
J Am Chem Soc
; 130(44): 14388-9, 2008 Nov 05.
Artigo
em Inglês
| MEDLINE
| ID: mdl-18841889
RESUMO
In reactions with benzene and related substrates, an oxazole-based superelectrophile is found to be significantly more reactive than a related monocationic species. Theoretical calculations estimate that the lowest unoccupied molecular orbital (LUMO) for the superelectrophile is about 4 eV lower in energy than the LUMOs of comparable monocations. When the oxazole-based superelectrophile is reacted with ferrocene, a dimeric product is formed in high yield. The dimerization occurs by a single electron transfer reaction between the dicationic superelectrophile and ferrocene, followed by coupling of the radical cations.