Journal
ACS CATALYSIS
Volume 12, Issue 10, Pages 5887-5893Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.2c01008
Keywords
nitrogen-doped carbon; heterogeneous catalyst; homologation; hydrogenation; flow reaction
Categories
Funding
- Japan Society for the Promotion of Science (JSPS KAKENHI) [20K15274]
- Japan Agency for Medical Research and Development (AMED)
Ask authors/readers for more resources
This study developed a catalyst with nitrogen-doped carbon as a carrier to achieve the homologation of aryl aldehydes, which showed excellent performance in terms of selectivity, activity, and reusability.
Homologation of aryl aldehydes provides useful synthetic intermediates, but it requires multistep reactions and generates significant amounts of waste. We considered such reactions using nitromethane as a C1 source through nitroolefin formation, partial hydrogenation to oximes, and hydration of oximes; however, the control of selectivity in the second reaction is challenging. To achieve this pathway, nitrogen-doped carbon-incarcerated palladium nanoparticle catalysts were developed for selective hydrogenation. We found that the presence of nitrogen dopants effectively tuned the catalytic activity to show almost perfect selectivity, high activity, and reusability under ambient pressure. We then performed a three-step homologation reaction in both batch and flow systems with only one purification step. The sequential continuous-flow system worked efficiently for more than 2 days to afford the product in a high yield.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available