Premium
Base‐Catalysed Hydrogenation of Sulphur‐Containing Aldehydes
Author(s) -
Vu ThiThuHa,
Kumbhar Pramod S.,
Figueras François
Publication year - 2003
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200390056
Subject(s) - chemistry , catalysis , yield (engineering) , alcohol , bifunctional , base (topology) , rhodium , sulfur , organic chemistry , medicinal chemistry , mathematical analysis , materials science , mathematics , metallurgy
The present work reports the first selective catalytic hydrogenation of bifunctional compounds containing a carbonyl and sulphur moieties, using hydrogen transfer from alcohols and a basic catalyst. The reaction was performed in batch at 371 K at atmospheric pressure with 3‐mercaptopropionaldehyde, thiophene‐2‐carboxaldehyde, 5‐bromothiophene‐2‐carboxaldehyde and 4‐methylthiobenzaldehyde. The only product of reaction was the alcohol, formed with yields >80%, except with 3‐mercaptopropionaldehyde which did not give the alcohol but rather afforded unidentified heavy products. 5‐Bromothiophenemethanol was obtained with 100% yield in 3 h. The reaction obeys a mechanism of competitive adsorption of the reactants, and the reaction rates are higher than those reported for supported rhodium catalysts.