Organomanganese / amido-phosphine (DAPTA) catalyst for rapid cyanosilylation of aldehydes in glycerol and solvent-free conditions at room temperature

A mixture of the organomanganese precursor [CpMe-Mn(CO)3] and the amido-phosphine 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane (DAPTA) has been utilized in a highly efficient homogeneous catalytic process for the cyanosilylation of aromatic and aliphatic aldehydes in glycerol and under solvent-free conditions. A catalyst loading as low as 0.1 mol % led to a quantitative conversion of various aldehydes into the corresponding cyanohydrins in 15 min at room temperature. Multinuclear NMR and ESI(+)MS analysis revealed a mechanism conceivably evolving via a double activation process where DAPTA acts as a Lewis base and the in situ generated [CpMe-Mn(DAPTA)(CO)2] organomanganese species as a Lewis acid. © 2023 The Authors

Авторы
Mahmoud A.G. , Da Silva M.F.C.G. , Pombeiro A.J.L.
Журнал
Издательство
Elsevier
Язык
Английский
Статус
Опубликовано
Номер
114056
Том
418
Год
2023
Организации
  • 1 Centro de Química Estrutural, Institute of Molecular Sciences, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, Lisboa, 1049-001, Portugal
  • 2 Department of Chemistry, Faculty of Science, Helwan University, Ain Helwan, Cairo, 11795, Egypt
  • 3 Departamento de Engenharia Química, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, Lisboa, 1049-001, Portugal
  • 4 Peoples’ Friendship University of Russia (RUDN University), Research Institute of Chemistry, 6 Miklukho-Maklaya Street, Moscow, 117198, Russian Federation
Ключевые слова
Cyanosilylation; DAPTA; Glycerol; Homogeneous catalysis; Organomanganese; P-ligand; Tetrel σ-hole bond
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