Cargando…
Defining the Qualities of High-Quality Palladium on Carbon Catalysts for Hydrogenolysis
[Image: see text] Palladium-catalyzed hydrogenolysis is often the final step in challenging natural product total syntheses and a key step in industrial processes producing fine chemicals. Here, we demonstrate that there is wide variability in the efficiency of commercial sources of palladium on car...
Autores principales: | , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American
Chemical Society
2021
|
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8291771/ https://www.ncbi.nlm.nih.gov/pubmed/34305386 http://dx.doi.org/10.1021/acs.oprd.0c00536 |
_version_ | 1783724704388874240 |
---|---|
author | Crawford, Conor J. Qiao, Yan Liu, Yequn Huang, Dongmei Yan, Wenjun Seeberger, Peter H. Oscarson, Stefan Chen, Shuai |
author_facet | Crawford, Conor J. Qiao, Yan Liu, Yequn Huang, Dongmei Yan, Wenjun Seeberger, Peter H. Oscarson, Stefan Chen, Shuai |
author_sort | Crawford, Conor J. |
collection | PubMed |
description | [Image: see text] Palladium-catalyzed hydrogenolysis is often the final step in challenging natural product total syntheses and a key step in industrial processes producing fine chemicals. Here, we demonstrate that there is wide variability in the efficiency of commercial sources of palladium on carbon (Pd/C) resulting in significant differences in selectivity, reaction times, and yields. We identified the physicochemical properties of efficient catalysts for hydrogenolysis: (1) small Pd/PdO particle size (2) homogeneous distribution of Pd/PdO on the carbon support, and (3) palladium oxidation state are good predictors of catalytic efficiency. Now chemists can identify and predict a catalyst’s efficiency prior to the use of valuable synthetic material and time. |
format | Online Article Text |
id | pubmed-8291771 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American
Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-82917712021-07-21 Defining the Qualities of High-Quality Palladium on Carbon Catalysts for Hydrogenolysis Crawford, Conor J. Qiao, Yan Liu, Yequn Huang, Dongmei Yan, Wenjun Seeberger, Peter H. Oscarson, Stefan Chen, Shuai Org Process Res Dev [Image: see text] Palladium-catalyzed hydrogenolysis is often the final step in challenging natural product total syntheses and a key step in industrial processes producing fine chemicals. Here, we demonstrate that there is wide variability in the efficiency of commercial sources of palladium on carbon (Pd/C) resulting in significant differences in selectivity, reaction times, and yields. We identified the physicochemical properties of efficient catalysts for hydrogenolysis: (1) small Pd/PdO particle size (2) homogeneous distribution of Pd/PdO on the carbon support, and (3) palladium oxidation state are good predictors of catalytic efficiency. Now chemists can identify and predict a catalyst’s efficiency prior to the use of valuable synthetic material and time. American Chemical Society 2021-06-23 2021-07-16 /pmc/articles/PMC8291771/ /pubmed/34305386 http://dx.doi.org/10.1021/acs.oprd.0c00536 Text en © 2021 The Authors. Published by American Chemical Society Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Crawford, Conor J. Qiao, Yan Liu, Yequn Huang, Dongmei Yan, Wenjun Seeberger, Peter H. Oscarson, Stefan Chen, Shuai Defining the Qualities of High-Quality Palladium on Carbon Catalysts for Hydrogenolysis |
title | Defining the Qualities of High-Quality Palladium on
Carbon Catalysts for Hydrogenolysis |
title_full | Defining the Qualities of High-Quality Palladium on
Carbon Catalysts for Hydrogenolysis |
title_fullStr | Defining the Qualities of High-Quality Palladium on
Carbon Catalysts for Hydrogenolysis |
title_full_unstemmed | Defining the Qualities of High-Quality Palladium on
Carbon Catalysts for Hydrogenolysis |
title_short | Defining the Qualities of High-Quality Palladium on
Carbon Catalysts for Hydrogenolysis |
title_sort | defining the qualities of high-quality palladium on
carbon catalysts for hydrogenolysis |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8291771/ https://www.ncbi.nlm.nih.gov/pubmed/34305386 http://dx.doi.org/10.1021/acs.oprd.0c00536 |
work_keys_str_mv | AT crawfordconorj definingthequalitiesofhighqualitypalladiumoncarboncatalystsforhydrogenolysis AT qiaoyan definingthequalitiesofhighqualitypalladiumoncarboncatalystsforhydrogenolysis AT liuyequn definingthequalitiesofhighqualitypalladiumoncarboncatalystsforhydrogenolysis AT huangdongmei definingthequalitiesofhighqualitypalladiumoncarboncatalystsforhydrogenolysis AT yanwenjun definingthequalitiesofhighqualitypalladiumoncarboncatalystsforhydrogenolysis AT seebergerpeterh definingthequalitiesofhighqualitypalladiumoncarboncatalystsforhydrogenolysis AT oscarsonstefan definingthequalitiesofhighqualitypalladiumoncarboncatalystsforhydrogenolysis AT chenshuai definingthequalitiesofhighqualitypalladiumoncarboncatalystsforhydrogenolysis |