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

Autor: Weweler, Jens, Younas, Sara L., Streuff, Jan
Předmět:
Zdroj: Angewandte Chemie International Edition; 12/2/2019, Vol. 58 Issue 49, p17700-17703, 4p
Abstrakt: 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. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index