Stable heteroareniumions - VIII some transformations of alkylthiophenium ions and new synthesis of 2-T-BUTYLTHIOPHENE (cas 1689-78-7)☆☆☆

Add time:09/24/2019    Source:sciencedirect.com

The ratio of isomeric σ-complexes formed, from thiophene, t-butyl chloride and AlCl3 was found to be changed while keeping at room temperature within 1–2 days. This allows to obtain after deprotonation 2-t-butylthiophene containing only 3% of 3-isomer. Transformations of σ-complexes formed by protonation of individual 2- and 3-t-butylthiophenes in the presence of AlCl3 have been studied and there was found that isomerization and disproportionation took place during their storage resulting in mixtures of 2- and 3-t-butyl-thiophenes (the ratio 97:3) which contained considerable quantities of 2,4-di-t-butylthiophene. Deprotonation of t-butylthiophenium ions in the presence of acetone leads to the formation of respective t-butylsubstituted dimethyldithienyl-methanes.

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