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Inne
Pd/PVP‐ Catalyzed Formylation of Amines and Nitroarenes to N‐Formamides with CO2 and Dimethylamine Borane: The Influence of CO2 on the Formation of Azoxyarenes
Autorzy
Rok wydania
2024
Czasopismo
Numer woluminu
16
Strony
e202401260/1-e202401260/9
DOI
10.1002/cctc.202401260
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
The reactivity of dimethylamine borane (DMAB) towards amines and nitroarenes was investigated in the presence of the CO2 and Pd/PVP (PVP=polyvinylpyrrolidone) nanocatalyst. The formation of borane formate, Me2NH.BH2(OCHO), by the insertion of CO2 into the B−H bond was evidenced by NMR. The reaction of DMAB with CO2 also produced a second product, DMF, formed via self-formylation. In the presence of aromatic or aliphatic amines corresponding N-formamides were formed efficiently. Under the same conditions nitroarenes were hydrogenated to anilines or to azoxyarenes in the absence of CO2. In both reactions very high TOF values, up to 30 min−1, were obtained. Applying a higher excess of DMAB enabled the transformation of nitroarenes to N-formamides. The Pd/PVP catalyst was used in 7 consecutive cycles of N-methylaniline formylation with excellent selectivity and a total TON equal to 4700.
Słowa kluczowe
Dimethylamine borane, CO2 reduction, Pd/PVP nanocatalyst, N-formylation, Transfer hydrogenation
Adres publiczny
http://dx.doi.org/10.1002/cctc.202401260
Strona internetowa wydawcy
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