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Cyclometallation ofN, N-dimethyl-3-furancarbothioamide with palladium(II), platinum(II), ruthenium(II) and rhodium(III)

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Summary

N, N-Dimethyl-3-furancarbothioamide (Hbft) was cyclometallated with Li2PdCl4, K2PtCl4, RuCl2(CO)3, and RhCl (PBu3)2 (PBu3=tri-n-butylphosphine) to give, respectively, PdCl(bft), PtCl(bft), RuCl(bft)(CO)2, and RhCl2 (bft)(PBu3)2. These and some of their derivatives were characterized spectroscopically. Cyclometallation occurs regioselectively at position 2 of the furan ring to give a five-membered metallaheterocycle, along with Secoordination of the thioamide group. When the position 2 of the furan ring is blocked by a methyl group,N, N-dimethyl-2-methyl-3-furancarbothioamide (Hmft) is, in similar conditions, cyclopalladated at the N−Me substituout of the thioamide group, the furan ring being left intact. Position 4 of the furan ring of both Hbft and Hmft is unreactive toward cyclometallation.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Nagoya University, Chikusa, 464, Nagoya, Japan

    Matsuo Nonoyama

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  1. Matsuo Nonoyama
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Nonoyama, M. Cyclometallation ofN, N-dimethyl-3-furancarbothioamide with palladium(II), platinum(II), ruthenium(II) and rhodium(III). Transition Met Chem 15, 366–370 (1990). https://doi.org/10.1007/BF01177463

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  • DOI: https://doi.org/10.1007/BF01177463

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