Providing support in favor of the existence of a Pd(II)/Pd(IV) catalytic cycle in a Heck-type reaction

Chemistry : a European Journal
Francisco Juliá-HernándezJosé Vicente

Abstract

The complex [Pd(O,N,C-L)(OAc)], in which L is a monoanionic pincer ligand derived from 2,6-diacetylpyridine, reacts with 2-iodobenzoic acid at room temperature to afford the very stable pair of Pd(IV) complexes (OC-6-54)- and (OC-6-26)-[Pd(O,N,C-L)(O,C-C(6)H(4)CO(2)-2)I] (1.5:1 molar ratio, at -55 °C). These complexes and the Pd(II) species [Pd(O,N,C-L)(OX)] and [Pd(O,N,C-L')(NCMe)]ClO(4), (X = MeC(O) or ClO(3), L' = another monoanionic pincer ligand derived from 2,6-diacetylpyridine), are precatalysts for the arylation of CH(2)=CHR (R = CO(2)Me, CO(2)Et, Ph) using IC(6)H(4)CO(2)H-2 and AgClO(4). These catalytic reactions have been studied and a tentative mechanism is proposed. The presence of two Pd(IV) complexes was detected by ESI(+)-MS during the catalytic process. All the data obtained strongly support a Pd(II)/Pd(IV) catalytic cycle.

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Citations

Nov 11, 2015·Chemical Communications : Chem Comm·Inmaculada Vicente-HernándezDelia Bautista
Jul 17, 2015·Chemistry : a European Journal·Svenja WerkmeisterMatthias Beller
Sep 3, 2014·Chemistry : a European Journal·Vanessa G SantosSimon J Garden
Aug 2, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Helena FontManuel Martínez
Sep 4, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·María-Teresa ChicoteJosé Vicente
Jul 22, 2021·Organic & Biomolecular Chemistry·Wenjing LiuYanfeng Dang

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