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Titanium(III) Catalyzed Reductive Decyanation of Geminal Dinitriles by a Non-Free Radical Mechanism.

08:00 EDT 12th September 2019 | BioPortfolio

Summary of "Titanium(III) Catalyzed Reductive Decyanation of Geminal Dinitriles by a Non-Free Radical Mechanism."

A titanium catalyzed mono-decyanation of geminal dinitriles is reported. The reaction proceeds under mild conditions, tolerates numerous functional groups, and can be applied to quaternary malononitriles. A corresponding desulfonylation is demonstrated as well. Mechanistic experiments support a catalyst-controlled cleavage without the formation of free radicals, which is in sharp contrast to traditional stoichiometric radical decyanations. The involvement of two Ti III species in the C-C cleavage is proposed and the beneficial role of added ZnCl 2 and Coll•HCl is investigated.

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This article was published in the following journal.

Name: Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
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