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在向日葵籽油作为共底物存在的环境条件下,钴卟啉催化烯烃的仿生需氧环氧化反应。

Biomimetic Aerobic Epoxidation of Alkenes Catalyzed by Cobalt Porphyrin under Ambient Conditions in the Presence of Sunflower Seeds Oil as a Co-Substrate.

作者信息

Jiang Jun, Chen Hong-Yu, Zhou Xian-Tai, Chen Ya-Ju, Xue Can, Ji Hong-Bing

机构信息

Fine Chemical Industry Research Institute, the Key Laboratory of Low-carbon Chemistry & Energy Conservation of Guangdong Province, School of Chemistry, Sun Yat-sen University, Guangzhou 510275, China.

School of Chemical Engineering and Technology, Sun Yat-sen University, Zhuhai 519082, China.

出版信息

ACS Omega. 2020 Mar 2;5(10):4890-4899. doi: 10.1021/acsomega.9b03714. eCollection 2020 Mar 17.

DOI:10.1021/acsomega.9b03714
PMID:32201774
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7081295/
Abstract

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 -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.

摘要

在这项工作中,在向日葵籽油存在的情况下,进行了钴卟啉催化的温和且可持续的烯烃催化需氧环氧化反应。在环境条件下,反式二苯乙烯的转化率达到99%,环氧化物形成的选择性为88%。动力学研究表明,需氧环氧化遵循米氏动力学。质谱和原位电子自旋共振表明,亚油酸通过氢过氧化物中间体转化为脂肪醛。据此提出了烯烃环氧化的合理机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/c881b9326b71/ao9b03714_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/99c08367fd48/ao9b03714_0011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/381333c2f102/ao9b03714_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/646551641c1f/ao9b03714_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/c1b89f42331b/ao9b03714_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/49558a78395a/ao9b03714_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/c881b9326b71/ao9b03714_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/99c08367fd48/ao9b03714_0011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/381333c2f102/ao9b03714_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/646551641c1f/ao9b03714_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/c1b89f42331b/ao9b03714_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/49558a78395a/ao9b03714_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0eb4/7081295/c881b9326b71/ao9b03714_0006.jpg

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