Promoter effect of bicarbonate in hydrogenation of cinnamaldehyde catalyzed by a water-soluble Ru(II)-phosphine complex
| Autor: | Gábor Papp, Imre Szatmári, Ferenc Joó, Ágnes Kathó |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Aqueous solution
010405 organic chemistry Bicarbonate Inorganic chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences Medicinal chemistry Cinnamaldehyde 0104 chemical sciences Ruthenium Catalysis Inorganic Chemistry chemistry.chemical_compound Természettudományok chemistry Materials Chemistry Formate Physical and Theoretical Chemistry Triphenylphosphine Kémiai tudományok Phosphine |
| Zdroj: | Inorganica Chimica Acta. 472:302-306 |
| ISSN: | 0020-1693 |
| DOI: | 10.1016/j.ica.2017.06.061 |
| Popis: | The highly selective formation of cinnamalcohol in hydrogenation of trans-cinnamaldehyde with [{RuCl2(mtppms)2}2] + mtppms as catalyst (mtppms = monosulfonated triphenylphosphine) in aqueous solution was substantially accelerated by NaHCO3 (in 20–50 mol% quantities relative to cinnamaldehyde). More than double conversion compared to bicarbonate-free systems was observed at n(NaHCO3)/n(Ru) = 20. Prehydrogenation of the reaction mixture before the addition of cinnamaldehyde resulted in further rate increase (45.3% conversion vs. 13.1% in water). 1H , 13C and 31P NMR studies revealed that formate produced in hydrogenation of bicarbonate facilitated formation of trans-[Ru(H)2(H2O)(mtppms)3], a better catalyst than cis-fac-[Ru(H)2(H2O)(mtppms)3] which is the product of the reaction of [{RuCl2(mtppms)2}2] + mtppms with H2 in the absence of formate (or bicarbonate). Accordingly, NaHCO2 produced even higher rate increase than the same amount of NaHCO3. |
| Databáze: | OpenAIRE |
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