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Publications à Abstracts |
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Synthesis
of α-Thiophene Oligomers via Organotin Compounds Marwan Kamal, Samir Al-Taweel, Mustafa
El-Abadelah, Khalid Abu Ajaj Phosphorus, Sulfur and Silicon and the Related Elements, 1997, 126 (1), 65–74 Keywords: functionalized α-thiophene oligomers;
synthesis; 2-stannylthiophenes Abstract: A versatile synthetic route involving the use of organotin compounds has been applied for the preparation
of functionalized oligothiophenes. Thus,
substituted α-bithiophenes have been
synthesized via the coupling reaction of 2-bromothiophenes with
2-trimethylstannylthiophene. The latter reagent couples with
2,5-dibromothiophenes to give the α-terthiophenes which are
also accessible through the reaction of 5-trimethylstannyl-α-bithiophene with 2-bromothiophenes. 2,5-Bis(trimethylstannyl)thiophene and
5,5'-bis(trimethylstannyl)-α-bithiophene react with
2-bromothiophenes to give α-terthiophenes and α-quaterthiophenes,
respectively. α-Quaterthiophene is also
produced via the reaction of 5-trimethylstannylthiophene with 5,5'-dibromo-α-bithiophene. The coupling reaction of 5-trimethylstannyl-α-bithiophene with 2,5-dibromothiophene affords the α-quinquethiophene. The structures of the new compounds
were confirmed by elemental analysis, Mass spectrometry, 1H- and 13C-NMR
spectral data. |
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