SIOC English
有机化学
高级检索

有机化学 >

2024 , Vol. 44 >Issue 4: 1343 - 1347

DOI: https://doi.org/10.6023/cjoc202310020

研究简报

氧化锆负载硒催化苯酚氧化反应

  • 雍达明 ,
  • 田杰 ,
  • 杨瑞洪 ,
  • 吴启超 ,
  • 张旭
展开
  • a 扬州工业职业技术学院化工学院 江苏扬州 225127
    b 扬州大学化学化工学院 江苏扬州 225002

收稿日期: 2023-10-23

  修回日期: 2023-11-27

  网络出版日期: 2023-12-18

基金资助

江苏省自然科学基金(BK20191220); 江苏省高校优秀科技创新团队(2021); 江苏省国际合作项目(BZ2023038); 江苏省高等学校自然科学基金(19KJB210020)

收起

Se/ZrO2-Catalyzed Oxidation of Phenol

  • Daming Yong ,
  • Jie Tian ,
  • Ruihong Yang ,
  • Qichao Wu ,
  • Xu Zhang
Expand
  • a School of Chemical Engineering, Yangzhou Polytechnic Institute, Yangzhou, Jiangsu 225127
    b School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002
* E-mail: ;

Received date: 2023-10-23

  Revised date: 2023-11-27

  Online published: 2023-12-18

Supported by

Jiangsu Provincial Natural Science Foundation(BK20191220); Jiangsu Provincial Excellent Science and Technology Innovation Team(2021); Jiangsu Province International Cooperation Project(BZ2023038); Natural Science Foundation of the Jiangsu Higher Education Institutions(19KJB210020)

Fold

摘要

氧化锆负载硒可以由易得的二氧化锆与硒氢化钠反应制备. 研究表明, 该材料可催化苯酚氧化, 制备对苯醌. 与传统硒催化氧化反应相比, 该反应无需使用化学氧化剂, 而是可以直接利用分子氧为氧化剂, 从而显著降低合成成本, 并且相对安全. 氧化锆负载硒是一种稳定的含硒材料, 可以反复多次回收利用而不会失活. 其卓越的催化氧化性能有望应用于工业.

关键词： 硒; 氧化锆; 催化氧化; 苯酚; 对苯醌

本文引用格式

雍达明 , 田杰 , 杨瑞洪 , 吴启超 , 张旭 . 氧化锆负载硒催化苯酚氧化反应[J]. 有机化学, 2024 , 44(4) : 1343 -1347 . DOI: 10.6023/cjoc202310020

Abstract

Se/ZrO2 can be prepared via the reaction of readily available zirconia with NaHSe. The material can catalyze the oxidation of phenol to prepare p-benzoquinone. Compared with traditional selenium-catalyzed oxidation reactions, this reaction does not require the use of chemical oxidants, but can directly utilize molecular oxygen as the oxidant, significantly reducing synthesis costs and being relatively safe. Se/ZrO2 is a stable selenium-containing material that can be recycled and reused for multiple times without deactivation. Its excellent catalytic oxidation performance is expected to be used in industry.

Key words： selenium; zirconia; catalyzed oxidation; phenol; p-benzoquinone

参考文献

[1]
(a) Baidya M.; Dutta J.; De Sarkar S. Org. Lett. 2023, 25, 3812.
[1]
(b) Li Lai, Peng X.; Lu J.; Jiang X. Org. Chem. Front. 2021, 8, 664.
[1]
(c) Li Y.; Wang Y.; Yang T.; Lin Z.; Jiang X. Green Chem. 2021, 23, 2986.
[1]
(d) Li L.; Wu J.; Wei L.; Lu J.; Jiang X. J. Org. Chem. 2021, 86, 446.
[1]
(e) Liu M.; Zhang X.; Chu S.; Ge Y.; Huang T.; Liu Y.; Yu L. Chin. Chem. Lett. 2022, 33, 205.
[1]
(f) Wang X.; Meng J.; Zhao D.; Tang S.; Sun K. Chin. Chem. Lett. 2023, 34, 107736.
[1]
(g) Ji H.-T.; Wang K.-L.; Ouyang W.-T.; Luo Q.-X.; Li H.-X.; He W.-M. Green Chem. 2023, 25, 798.
[2]
Hou W.; Xu H. J. Med. Chem. 2022, 65, 4436.
[3]
(a) Pacu?a-Miszewska A. J.; Sancineto L. In Organochalcogen Compounds, Eds.: Lenard?o, E. J.; Santi, C.; Perin, G.; Alves, D., Elsevier, Amsterdam, 2022, p. 219.
[3]
(b) Liu J.; Cai Y.; Pang H.; Cao B.; Luo C.; Hu Z.; Xiao C.; Zhang H.; Lv F.; Cao Y.; Yu L. Chin. Chem. Lett. 2022, 33, 4061.
[3]
(c) Zou N.; Lan J.-X.; Yan G.-G.; Liang C.; Su G.-F.; Mo D.-L. Org. Lett. 2020, 22, 8446.
[4]
(a) Hossain M. M.; Huang W.-K.; Chen H.-J.; Wang P.-H.; Shyu S.-G. Green Chem. 2014, 16, 3013.
[4]
(b) Dong X.-Y.; Li Z.-L.; Gu Q.-S.; Liu X.-Y. J. Am. Chem. Soc. 2022, 144, 17319.
[4]
(c) Zhu T.; Zhang Y.; Chen Y.; Liu J.-L.; Song X.-L. Rare Metals 2022, 41, 1677.
[4]
(d) Chen Y.; Chen C.; Liu Y.; Yu L. Chin. Chem. Lett. 2023, 34, 108489.
[5]
(a) Rayman M. P. Lancet 2012, 379, 1256.
[5]
(b) Wan X.; Ju G.; Xu L.; Yang H.; Wang Z. Biol. Trace Elem. Res. 2020, 198, 253.
[5]
(c) Chen N.; Zhao C.; Zhang T. Food Biosci. 2021, 40, 100875.
[5]
(d) Ding W.; Wang S.; Gu J.; Yu L. Chin. Chem. Lett. 2023, 34, 108043.
[5]
(e) Gao X. L. Front. Nutr. 2023, 10, 1269204.
[5]
(f) Xian L.; Li Q.; Li T.; Yu L. Chin. Chem. Lett. 2023, 34, 107878.
[5]
(g) Li J.; Shi Q.; Xue Y.; Zheng M.; Liu L.; Geng T.; Gong D.; Zhao M. Chin. Chem. Lett. 2024, 35, 109239.
[6]
(a) Chen W.; Wang Y.; Mi X.; Luo S. Org. Lett. 2019, 21, 8178.
[6]
(b) Du B.; Jin B.; Sun P. Org. Lett. 2014, 16, 3032.
[7]
(a) Chen C.; Cao Z.; Zhang X.; Li Y.; Yu L.; Jiang X. Chin. J. Chem. 2020, 38, 1045.
[7]
(b) Cao Z.; Deng X.; Chen C.; Liu Y.; Yu L.; Jiang X. React. Chem. Eng. 2021, 6, 454.
[7]
(c) Li X.; Hua H.; Liu Y.; Yu L. Org. Lett. 2023, 25, 6720.
[8]
Chen X.; Mao J.; Liu C.; Chen C.; Cao H.; Yu L. Chin. Chem. Lett. 2020, 31, 3205.
[9]
(a) Mitchell L. J.; Moody C. J. J. Org. Chem. 2014, 79, 11091.
[9]
(b) Coupan R.; Torre J.-P.; Dicharry C.; Hemati M.; Plantier F. Ind. Eng. Chem. Res. 2018, 57, 8172.
[9]
(c) Sun Q.; He T.; Li Y. J. Mater. Chem. A 2020, 8, 1687.
[10]
Wang F.; Xu L.; Sun C.; Xu Q.; Huang J.; Yu L. Chin. J. Org. Chem. 2017, 37, 2115. (in Chinese)
[10]
(王芳, 徐林, 孙诚, 徐清, 黄杰军, 俞磊, 有机化学, 2017, 37, 2115.)
[11]
Liu F.; Zhan J.; Sun Y.; Jing X. Chin. J. Org. Chem. 2021, 41, 2099. (in Chinese)
[11]
(刘峰, 詹杰, 孙扬阳, 景崤壁, 有机化学, 2021, 41, 2099.)
[12]
(a) Li W.; Wang F.; Shi Y.; Yu L. Chin. Chem. Lett. 2023, 34, 107505.
[12]
(b) Xie P.; Xue C.; Du D.; Shi S. Org. Biomol. Chem. 2021, 19, 6781.
[12]
(c) Sun Q.; Zhang Y.-Y.; Sun J.; Han Y.; Jia X.; Yan C.-G. J. Org. Chem. 2018, 83, 6640.
[13]
Lee C.-Y.; Kim S.; Lee K.-B.; Yoo Y.-C.; Ryu S.-Y.; Song K.-S. Arch. Pharm. Res. 2003, 26, 367.
[14]
(a) Schweitzer-Chaput B.; Sud A.; Pintér á.; Dehn S.; Schulze P.; Klussmann M. Angew. Chem., Int. Ed. 2013, 52, 13228.
[14]
(b) Usov E. V.; Butov A. A.; Chukhno V. I.; Klimonov I. A.; Kudashov I. G.; Zhdanov V. S.; Pribaturin N. A.; Mosunova N. A.; Strizhov V. F. Atom. Energy 2018, 124, 287.
[14]
(c) Lippincott D. J.; Trejo-Soto P. J.; Gallou F.; Lipshutz B. H. Org. Lett. 2018, 20, 5094.
[14]
(d) Yang Y.-Z.; Lv G.-F.; Hu M.; Li Y.; Li J.-H. Chin. Chem. Lett. 2023, 34, 108590.
[15]
(a) E?siz S.; Bozkaya U. Org. Biomol. Chem. 2021, 19, 9483.
[15]
(b) He K.; Zhang T.; Zhang S.; Sun Z.; Zhang Y.; Yuan Y.; Jia X. Org. Lett. 2019, 21, 5030.
[15]
(c) Chen Y.; Zhang S.; Li T.; Ma Q.; Yuan Y.; Jia X. Chem. Eur. J. 2024, 30, e202303151.
[16]
Das T. N. J. Phys. Chem. A 2005, 109, 3344.
[17]
Jin L.; Lü M.; Zhao C.; Min S.; Zhang T.; Zhang Q. J. Phys. Org. Chem. 2017, 30, e3691.
[18]
Wei Y.; Zou Q.; Ye P.; Wang M.; Li X.; Xu A. Chemosphere 2018, 208, 358.
[19]
Brown K. C.; Corbett J. F. J. Org. Chem. 1979, 44, 25.
Options
文章导航

/

〈 〉