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聚合氮化碳光催化烯烃的有氧环氧化反应：在氧化玫瑰的可持续合成中的应用

Polymeric Carbon Nitride-Photocatalyzed Aerobic Epoxidation of Alkenes: Application to a Sustainable Synthesis of Rose Oxide.

作者信息

Lorenz Felix, Vuong Thanh Huyen, Peppel Tim, Strunk Jennifer, Brasholz Malte

机构信息

Leibniz-Institut für Katalyse e.V, Albert-Einstein-Str. 29a, 18059, Rostock, Germany.

Technische Universität München, Department Chemie, Lichtenbergstr. 4, 85748, Garching, Germany.

出版信息

ChemSusChem. 2025 Jul 27;18(15):e202500934. doi: 10.1002/cssc.202500934. Epub 2025 Jun 16.

DOI:10.1002/cssc.202500934
PMID:40452572
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12302317/
Abstract

A urea-based pristine polymeric carbon nitride catalyzes the aerobic epoxidation of citronellol under visible light irradiation with low-power blue LEDs. Formation of 6,7-epoxycitronellol in this reaction is remarkably selective yet relatively slow requiring 72 h of continuous irradiation. The aerobic photocatalyzed epoxidation is readily accelerated with isobutyraldehyde as a comediator, and a general photocatalytic procedure for the epoxidation of terpenoid substrates as well as styrene derivatives is thus developed to give the corresponding epoxides in good yields within attractive reaction times. The carbon nitride-photocatalyzed aerobic epoxidation is demonstrated in 14 examples, and the epoxidation of citronellol enables a short and sustainable three-step synthesis of the industrially relevant terpenoid fragrance compound rose oxide.

摘要

一种基于尿素的原始聚合氮化碳在低功率蓝色发光二极管的可见光照射下催化香茅醇的有氧环氧化反应。该反应中6,7-环氧香茅醇的形成具有显著的选择性，但相对较慢，需要连续照射72小时。以异丁醛作为共催化剂，有氧光催化环氧化反应很容易加速，因此开发了一种用于萜类底物和苯乙烯衍生物环氧化的通用光催化方法，可在较短的反应时间内以良好的产率得到相应的环氧化物。在14个实例中展示了氮化碳光催化的有氧环氧化反应，香茅醇的环氧化反应实现了工业相关萜类香料化合物氧化玫瑰的简短且可持续的三步合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/be8062c423c8/CSSC-18-e202500934-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/8d17bdab0dbb/CSSC-18-e202500934-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/0dc65e2158f9/CSSC-18-e202500934-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/0072714627e1/CSSC-18-e202500934-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/5a6dfb128b0c/CSSC-18-e202500934-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/6744e1312679/CSSC-18-e202500934-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/be8062c423c8/CSSC-18-e202500934-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/8d17bdab0dbb/CSSC-18-e202500934-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/0dc65e2158f9/CSSC-18-e202500934-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/0072714627e1/CSSC-18-e202500934-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/5a6dfb128b0c/CSSC-18-e202500934-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/6744e1312679/CSSC-18-e202500934-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f313/12302317/be8062c423c8/CSSC-18-e202500934-g008.jpg

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