Replacement of Volatile Acetic Acid by Solid SiO2@COOH Silica (Nano)Beads for (Ep)Oxidation Using Mn and Fe Complexes Containing BPMEN Ligand

Yun Wang (1) , Florence Gayet (1) , Jean-Claude Daran (1) , Pascal Guillo (1) , Dominique Agustin (1)

1 LCC - Laboratoire de chimie de coordination

Mn and Fe BPMEN complexes showed excellent reactivity in catalytic oxidation with an excess of co-reagent (CH3COOH). In the straight line of a cleaner catalytic system, volatile acetic acid was replaced by SiO2 (nano)particles with two different sizes to which pending carboxylic functions were added (SiO2@COOH). The SiO2@COOH beads were obtained by the functionalization of SiO2 with pending nitrile functions (SiO2@CN) followed by CN hydrolysis. All complexes and silica beads were characterized by NMR, infrared, DLS, TEM, X-ray diffraction. The replacement of CH3COOH by SiO2@COOH (100 times less on molar ratio) has been evaluated for (ep)oxidation on several substrates (cyclooctene, cyclohexene, cyclohexanol) and discussed in terms of activity and green metrics.

Mots clés: Manganese complexes; Iron complexes; Oxidation; Epoxidation; Functionalized silica beads; H2O2; Replacement of volatile reagent

Domaines: Chimie de coordination

Yun Wang, Florence Gayet, Jean-Claude Daran, Pascal Guillo, Dominique Agustin. Replacement of Volatile Acetic Acid by Solid SiO2@COOH Silica (Nano)Beads for (Ep)Oxidation Using Mn and Fe Complexes Containing BPMEN Ligand. Molecules, 2021, 26 (18), pp.5435. ⟨10.3390/molecules26185435⟩. ⟨hal-03356932⟩