Sequential Electrochemical Oxidation of Alternating Benzene-Furan Oligomers
Author(s) -
ChengLan Lin,
YiLin Wu,
Chang-Li Chen,
ChihMing Chou,
TienYau Luh
Publication year - 2007
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/jo070999+
Subject(s) - chemistry , electrochemistry , furan , regioselectivity , photochemistry , cyclic voltammetry , radical ion , electron transfer , differential pulse voltammetry , absorption spectroscopy , diketone , benzene , organic chemistry , ion , electrode , catalysis , physics , quantum mechanics
Electrochemical oxidation of pentaaryl 2 containing two furan moieties occurs sequentially to give diketone 8 after two-electron transfer. Further oxidation with another two-electron transfer gives the corresponding tetraketone 9. Radical cation intermediate is detected by absorption spectroscopy. The radical intermediates of different regiochemistry have been shown to exhibit different oxidation potentials as revealed by the differential pulse voltammetry.
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