Selective reduction of formamides to O-silylated hemiaminals or methylamines with HSiMe2Ph catalyzed by iridium complexes

Guzmán, Jefferson (Universidad de Zaragoza) ; Bernal, Ana M. ; García-Orduña, Pilar (Universidad de Zaragoza) ; Lahoz, Fernando J. (Universidad de Zaragoza) ; Oro, Luis A. (Universidad de Zaragoza) ; Fernández-Alvarez, Francisco J. (Universidad de Zaragoza)

Resumen: The reaction of (4-methyl-pyridin-2-iloxy)ditertbutylsilane (NSi tBu -H, 1) with [IrCl(coe) 2 ] 2 affords the iridium(iii) complex [Ir(H)(Cl)(¿ 2 -NSi tBu )(coe)] (2), which has been fully characterized including X-ray diffraction studies. The reaction of 2 with AgCF 3 SO 3 leads to the formation of species [Ir(H)(CF 3 SO 3 )(¿ 2 -NSi tBu )(coe)] (3). The iridium complexes 2 and 3 are effective catalysts for the reduction of formamides with HSiMe 2 Ph. The selectivity of the reduction process depends on the catalyst. Thus, by using complex 2, with a chloride ancillary ligand, it has been possible to selectively obtain the corresponding O-silylated hemiaminal by reaction of formamides with one equivalent of HSiMe 2 Ph, while complex 3, with a triflate ligand instead of chloride, catalyzed the selective reduction of formamides to the corresponding methylamine.

Idioma: Inglés

DOI: 10.1039/c8dt05070h

Año: 2019

Publicado en: Dalton Transactions 48, 13 (2019), 4255-4262
ISSN: 1477-9226

Factor impacto JCR: 4.174 (2019)

Categ. JCR: CHEMISTRY, INORGANIC & NUCLEAR rank: 5 / 45 = 0.111 (2019) - Q1 - T1

Factor impacto SCIMAGO: 1.048 - Inorganic Chemistry (Q1)

Financiación: info:eu-repo/grantAgreement/ES/DGA-FSE/E07
Financiación: info:eu-repo/grantAgreement/ES/MINECO/CTQ2015-67366-P

Tipo y forma: Article (PostPrint)

Área (Departamento): Área Química Inorgánica (Dpto. Química Inorgánica)
Área (Departamento): Área Química Física (Dpto. Química Física)