Titanium(III)‐catalyzed reductive decyanation of geminal dinitriles by a non‐free‐radical mechanism

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Abstract: 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 TiIII species in the C−C cleavage is proposed, and the beneficial role of added ZnCl2 and 2,4,6‐collidine hydrochloride is investigated

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Notes: Angewandte Chemie. International Edition. - 58, 49 (2019) , 17700-17703, ISSN: 1521-3773

Keyword: Katalyse
Elektronentransfer
Titan

Event: Veröffentlichung

(where): Freiburg

(who): Universität

(when): 2020

Creator: Weweler, Jens
Younas, Sara L.
Streuff, Jan

DOI: 10.1002/anie.201908372

URN: urn:nbn:de:bsz:25-freidok-1519981

Rights: Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 25.03.2025, 1:52 PM CET

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2020

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Titanium(III)‐catalyzed reductive decyanation of geminal dinitriles by a non‐free‐radical mechanism

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