Evidence of the central tetrathiafulvalene bond opening by copper(II) salts. In situ generation of 2,3-bis(2′-cyanoethylchalcogeno)-7,8-benzo-1,4,6,9-tetrathia-10-ceto spiro[4,5]decane

The two-electrons oxidation of 4,5-benzo-6,7-bis(2′-cyanoethylthio) TTF (CETBz-TTF) and 4,5-benzo-6,7-bis(2′-cyanoethylseleno) TTF (CESBz-TTF) with Cu 2+X 2 (X = Cl −, BF 4 - ) leads to the formation of 2,3-bis(2′-cyanoethylchalcogeno)-7,8-benzo-1,4,6,9-tetrathia-10-ceto spiro[4,5]decane after openi...

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Bibliographic Details
Published inTetrahedron letters Vol. 47; no. 18; pp. 3123 - 3125
Main Authors Boudiba, Louiza, Ouahab, Lahcène, Gouasmia, Abdelkrim
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.05.2006
Subjects
Benzo-tetrathiafulvalene
Copper(II)
Electron oxidation
Opening central TTF bond
Rearrangement
Opening central TTF bond
Electron oxidation
Benzo-tetrathiafulvalene
Copper(II)
Rearrangement
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Summary:The two-electrons oxidation of 4,5-benzo-6,7-bis(2′-cyanoethylthio) TTF (CETBz-TTF) and 4,5-benzo-6,7-bis(2′-cyanoethylseleno) TTF (CESBz-TTF) with Cu 2+X 2 (X = Cl −, BF 4 - ) leads to the formation of 2,3-bis(2′-cyanoethylchalcogeno)-7,8-benzo-1,4,6,9-tetrathia-10-ceto spiro[4,5]decane after opening of the –C–S– bond of the central TTF core.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.02.145