Synthesis, Characterization, Structures and Comparative Electrochemical Study of 2,4-Bis(trimethylsilylethynyl)thiophene Coordinated Carbonylcobalt Units

The reaction between 2,4‐dibromothiophene and trimethylsilylacetylene (TMSA) in the presence of Pd(PPh3)4, CuI and triethylamine gave rise to the formation of 2,4‐bis(trimethylsilylethynyl)thiophene (2,4T) and 4‐bromo‐2‐(trimethylsilylethynyl)thiophene (2,4T′). Complexes 1, 2, 3 or 1′ were obtained...

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Bibliographic Details
Published in:European Journal of Inorganic Chemistry 2007-11, Vol.2007 (33), p.5215-5225
Main Authors: Arnanz, Avelina, Moreno, Consuelo, Marcos, María-Luisa, González-Velasco, Jaime, Delgado, Salomé
Format: Article
Language:English
Subjects:
Carbonylcobalt complexes
Electrochemistry
Thiophene
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Summary:The reaction between 2,4‐dibromothiophene and trimethylsilylacetylene (TMSA) in the presence of Pd(PPh3)4, CuI and triethylamine gave rise to the formation of 2,4‐bis(trimethylsilylethynyl)thiophene (2,4T) and 4‐bromo‐2‐(trimethylsilylethynyl)thiophene (2,4T′). Complexes 1, 2, 3 or 1′ were obtained by direct reaction between Co2(CO)8 and 2,4T or 2,4T′, respectively. (Diphenylphosphanyl)methane‐substituted alkyne carbonyl complexes 4, 5, 6 and 2′ were prepared by substitution reaction of carbonyl ligands in the presence of Me3NO at the Co2(CO)6 units of 1, 2, 3 and 1′, respectively. Desilylation of the non‐metallated and metallated alkynes in 4, 5 and 6 occurred on treatment with KOH or tetrabutylammonium fluoride to give 7, 8 and 9. Crystals of 2′ suitable for single‐crystal X‐ray diffraction were grown, and the molecular structure of this compound is discussed. A comparative electrochemical study of these complexes in relation to analogous derivatives obtained from the organic ligand 2,5‐bis(trimethylsilylethynyl)thiophene (2,5T) is reported.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.200700453