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Several thiophene derivatives can be deprotonated by the combination of ethyl magnesium chloride (EtMgCl) and a catalytic amount of 2,2,6,6-tetramethylpiperidine (TMP-H). The metalated 3-hexylthiophene reacts with 2,3- and 2,5-dibromothiophenes in the presence of a nickel catalyst bearing NHC ligand (IPr) to afford the di-coupled product exclusively along with recovery of dibromothiophene albeit the...
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