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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...

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Autores principales: Jiang, Jun, Chen, Hong-Yu, Zhou, Xian-Tai, Chen, Ya-Ju, Xue, Can, Ji, Hong-Bing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
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.
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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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