Repozytorium

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

Anna Skarżyńska

Wojciech Gil

Anna M. Trzeciak

Rok wydania

2024

Czasopismo

ChemCatChem

Numer woluminu

16

Strony

e202401260/1-e202401260/9

DOI

10.1002/cctc.202401260

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

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

onlinelibrary.wiley.com

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