Desulfurization of dibenzothiophene and DIBENZOTHIOPHENE SULFONE (cas 1016-05-3) via Suzuki–Miyaura type reaction: Direct access to o-terphenyls and polyphenyl derivatives

Add time:07/18/2019    Source:sciencedirect.com

The reactivity of dibenzothiophene (DBT) or DIBENZOTHIOPHENE SULFONE (cas 1016-05-3) (DBTO2) with a variety of phenylboronic acids was mediated by the nickel precursor [Ni(dippe)Cl2] in the presence of a base. The reaction was performed under relatively mild conditions (70–100 °C), in aqueous media. The study of the reactivity revealed the role of water as a hydrogen source and showed a competition between the desulfurization of the corresponding substrates via a hydrodesulfurization (HDS) or by a hydrodesulfurative cross-coupling (HDSCC) reaction. Furthermore, in the absence of water sulfur-free poly-phenylic compounds were obtained in good yields as a result of a Suzuki–Miyaura type reaction, being the main product in most of the cases the corresponding o-terphenyl derivative, these products are valuable building blocks in the synthesis of more complex materials.

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