Visible-Light-Induced Aerobic Oxidation of Alcohols over Surface Oxygen Vacancies-Enriched Nb2O5

doi:10.6023/cjoc202212007

Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (7): 2572-2579.DOI: 10.6023/cjoc202212007 Previous Articles Next Articles

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可见光驱动表面富含氧空位Nb₂O₅催化醇氧化反应

高艳华^a, 张银潘^b, 张妍^a^,^*(), 宋涛^b^,^*(), 杨勇^b^,^*()

^a青岛大学化学化工学院山东青岛 266101
^b中国科学院青岛生物能源与过程研究所山东青岛 266101

收稿日期:2022-12-06 修回日期:2023-01-09 发布日期:2023-02-06
通讯作者: 张妍, 宋涛, 杨勇
基金资助:
国家自然科学基金(22002178); 国家自然科学基金(22078350); 山东省自然科学基金(ZR2020KB016); 山东能源学院基金(SEII202138)

Visible-Light-Induced Aerobic Oxidation of Alcohols over Surface Oxygen Vacancies-Enriched Nb₂O₅

Yanhua Gao^a, Yinpan Zhang^b, Yan Zhang^a(), Tao Song^b(), Yong Yang^b()

^aCollege of Chemistry and Chemical Engineering, Qingdao University, Qingdao, Shangdong 266101
^bQingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, Shangdong 266101

Received:2022-12-06 Revised:2023-01-09 Published:2023-02-06
Contact: Yan Zhang, Tao Song, Yong Yang
Supported by:
National Natural Science Foundation of China(22002178); National Natural Science Foundation of China(22078350); Natural Science Foundation of Shandong Province(ZR2020KB016); Shandong Energy Institute Fund(SEII202138)

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Abstract

Oxidation of alcohols to the corresponding carbonyl compounds plays a very important role in fundamental research and industrial applications of organic chemistry. In this paper, a green and efficient method for alcohol oxidation to carbonyl compounds was reported over a surface oxygen vacancies-enriched Nb₂O₅ as the photocatalyst. The catalytic system demonstrates high activity with wide substrate scope and diverse functional group compatibility under mild reaction conditions and visible-light irradiation. In addition, the catalyst has good catalytic stability, which can be recycled for several times with maintaining the catalytic activity unchanged.

Key words: oxygen vacancies, Nb₂O₅, visible light catalysis, oxidation of alcohols

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Yanhua Gao, Yinpan Zhang, Yan Zhang, Tao Song, Yong Yang. Visible-Light-Induced Aerobic Oxidation of Alcohols over Surface Oxygen Vacancies-Enriched Nb₂O₅[J]. Chinese Journal of Organic Chemistry, 2023, 43(7): 2572-2579.

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Fig. & Tab. 8

Figure 1. Strategies for oxidation of alcohols to aldehydes

Figure 2. Schematic illustration of the typical procedure for the synthesis of OVs-N-Nb2O5-T

Entry	Solvent	Cat.	Conv.^b/%	2a^b/%
1	CH₃CN	OVs-N-Nb₂O₅-250	77	>99
2	CH₃CN	OVs-N-Nb₂O₅-350	93	>99
3	CH₃CN	OVs-N-Nb₂O₅-450	86	>99
4	CH₃CN	OVs-N-Nb₂O₅-550	53	>99
5	H₂O	OVs-N-Nb₂O₅-350	8	>99
6	CH₃OH	OVs-N-Nb₂O₅-350	15	>99
7	H₂O/THF	OVs-N-Nb₂O₅-350	21	>99
8^c	CH₃CN	OVs-N-Nb₂O₅-350	82	>99
9^d	CH₃CN	OVs-N-Nb₂O₅-350	51	>99
10	CH₃CN	—	—	—
11^e	CH₃CN	OVs-N-Nb₂O₅-350	3	>99
12^f	CH₃CN	OVs-N-Nb₂O₅-350	0	—
13	CH₃CN	Nb₂O₅-350	41	>99

Table 1. Optimization of the reaction conditions for photocatalytic oxidation of benzyl alcohol

Table 2. Substrate scope of alcohols for photocatalytic oxidation reaction

Figure 3. Recycling performance of the catalyst OVs-N-Nb2O5- 350

Figure 4. Influence of different scavengers on oxidation of benzyl alcohol to benzaldehyde over OVs-N-Nb2O5-350

Figure 5. EPR experiment for determining the generated $O_{2}^{-.}$ with Nb2O5-350 (A) and OVs-N-Nb2O5-350 (B); (C) OVs concentration of samples calculated via X-ray photoelectron spectroscopy (XPS) spectrum; (D) the retention-time of the generated $O_{2}^{-.}$ on surface of Nb2O5-350 and OVs-N-Nb2O5-350 after 25 min visible light illumination

Scheme 6. Proposed mechanism for oxidation of alcohol reaction

References 17

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可见光驱动表面富含氧空位Nb₂O₅催化醇氧化反应

Visible-Light-Induced Aerobic Oxidation of Alcohols over Surface Oxygen Vacancies-Enriched Nb₂O₅

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可见光驱动表面富含氧空位Nb2O5催化醇氧化反应