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Biomimetic Aerobic Epoxidation of Alkenes Catalyzed by Cobalt Porphyrin under Ambient Conditions in the Presence of Sunflower Seeds Oil as a Co-Substrate
[Image: see text] In this work, a mild and sustainable catalytic aerobic epoxidation of alkenes catalyzed by cobalt porphyrin was performed in the presence of sunflower seeds oil. Under ambient conditions, the conversion rate of trans-stilbene reached 99%, and selectivity toward epoxide formation wa...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2020
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7081295/ https://www.ncbi.nlm.nih.gov/pubmed/32201774 http://dx.doi.org/10.1021/acsomega.9b03714 |
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author | Jiang, Jun Chen, Hong-Yu Zhou, Xian-Tai Chen, Ya-Ju Xue, Can Ji, Hong-Bing |
author_facet | Jiang, Jun Chen, Hong-Yu Zhou, Xian-Tai Chen, Ya-Ju Xue, Can Ji, Hong-Bing |
author_sort | Jiang, Jun |
collection | PubMed |
description | [Image: see text] In this work, a mild and sustainable catalytic aerobic epoxidation of alkenes catalyzed by cobalt porphyrin was performed in the presence of sunflower seeds oil. Under ambient conditions, the conversion rate of trans-stilbene reached 99%, and selectivity toward epoxide formation was 88%. The kinetic studies showed that the aerobic epoxidation followed the Michaelis–Menten kinetics. Mass spectroscopy and in situ electron spin resonance indicated that linoleic acid was converted to fatty aldehydes via hydroperoxide intermediates. A plausible mechanism of epoxidation of alkenes was accordingly proposed. |
format | Online Article Text |
id | pubmed-7081295 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-70812952020-03-20 Biomimetic Aerobic Epoxidation of Alkenes Catalyzed by Cobalt Porphyrin under Ambient Conditions in the Presence of Sunflower Seeds Oil as a Co-Substrate Jiang, Jun Chen, Hong-Yu Zhou, Xian-Tai Chen, Ya-Ju Xue, Can Ji, Hong-Bing ACS Omega [Image: see text] In this work, a mild and sustainable catalytic aerobic epoxidation of alkenes catalyzed by cobalt porphyrin was performed in the presence of sunflower seeds oil. Under ambient conditions, the conversion rate of trans-stilbene reached 99%, and selectivity toward epoxide formation was 88%. The kinetic studies showed that the aerobic epoxidation followed the Michaelis–Menten kinetics. Mass spectroscopy and in situ electron spin resonance indicated that linoleic acid was converted to fatty aldehydes via hydroperoxide intermediates. A plausible mechanism of epoxidation of alkenes was accordingly proposed. American Chemical Society 2020-03-02 /pmc/articles/PMC7081295/ /pubmed/32201774 http://dx.doi.org/10.1021/acsomega.9b03714 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Jiang, Jun Chen, Hong-Yu Zhou, Xian-Tai Chen, Ya-Ju Xue, Can Ji, Hong-Bing Biomimetic Aerobic Epoxidation of Alkenes Catalyzed by Cobalt Porphyrin under Ambient Conditions in the Presence of Sunflower Seeds Oil as a Co-Substrate |
title | Biomimetic Aerobic Epoxidation of Alkenes Catalyzed
by Cobalt Porphyrin under Ambient Conditions in the Presence of Sunflower
Seeds Oil as a Co-Substrate |
title_full | Biomimetic Aerobic Epoxidation of Alkenes Catalyzed
by Cobalt Porphyrin under Ambient Conditions in the Presence of Sunflower
Seeds Oil as a Co-Substrate |
title_fullStr | Biomimetic Aerobic Epoxidation of Alkenes Catalyzed
by Cobalt Porphyrin under Ambient Conditions in the Presence of Sunflower
Seeds Oil as a Co-Substrate |
title_full_unstemmed | Biomimetic Aerobic Epoxidation of Alkenes Catalyzed
by Cobalt Porphyrin under Ambient Conditions in the Presence of Sunflower
Seeds Oil as a Co-Substrate |
title_short | Biomimetic Aerobic Epoxidation of Alkenes Catalyzed
by Cobalt Porphyrin under Ambient Conditions in the Presence of Sunflower
Seeds Oil as a Co-Substrate |
title_sort | biomimetic aerobic epoxidation of alkenes catalyzed
by cobalt porphyrin under ambient conditions in the presence of sunflower
seeds oil as a co-substrate |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7081295/ https://www.ncbi.nlm.nih.gov/pubmed/32201774 http://dx.doi.org/10.1021/acsomega.9b03714 |
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