Citation: Chen Ying, Deng Xin, Jing Xiaobi, Zhou Hongwei. Tellurium-Mediated Organic Reactions[J]. Chinese Journal of Organic Chemistry, ;2020, 40(12): 4147-4154. doi: 10.6023/cjoc202005024 shu

Tellurium-Mediated Organic Reactions

Chen Ying ^a,b ,
Deng Xin ^a,b ,
Jing Xiaobi ^a,, ,
Zhou Hongwei ^b,,

a.
School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002
b.
College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing, Zhejiang 314001

Corresponding author: Jing Xiaobi, xbjing@yzu.edu.cn Zhou Hongwei, zhouhw@zju.edu.cn
Received Date: 10 May 2020
Revised Date: 3 June 2020
Available Online: 8 July 2020
Fund Project: Project supported by the Natural Science Foundation of Zhejiang Province (No. LY19B020004) and the Priority Academic Program Development of Jiangsu Higher Education Institutionsthe Natural Science Foundation of Zhejiang Province LY19B020004

Figures(24)

As a member of chalcogen elements, tellurium is not as well known as oxygen, sulfur and selenium. As the "invisible" element in the periodic table of elements, it appears less frequently in the sight of chemists. However, in the past few decades, as the "emerald in the dark", tellurium has always played a unique role in the fields of materials science, medicine and biology, and attracted more and more chemists. In the eyes of some chemists, the performances of tellurium compounds in organic chemistry, as a "new substances", are undoubtedly eye-catching. Therefore, in recent years, there are increasing reports on the organic chemistry of tellurium compounds. In order to further understand these research progresses, the typical works are briefly summarized for readers' references.
- tellurium,
- element chemistry,
- chalcogen,
- green synthetic chemistry,
- tellurium catalysis
1. [1]
  (a) Gelbstein, Y.; Rosenberg, Y.; Sadia, Y.; Dariel, M. P. J. Phys. Chem. C 2010, 114, 13126.
  (b) Cao, W.; Gu, Y.; Meineck, M.; Li, T.; Xu, H. J. Am. Chem. Soc. 2014, 136, 5132.
  (c) Kaur, M.; Rob, A.; Williams, J. C.; Huang, Z. ACS Sym. Ser. 2013, 1152, 89.
2. [2]
  (a) Wu, L.; Huang, W.; Wang, Y.; Zhao, J.; Ma, D.; Xiang, Y.; Li, J.; Ponraj, J.; Dhanabalan, S.; Zhang, H. Adv. Funct. Mater. 2019, 29, 1806346.
  (b) Park, D.; Gautam, M.; Park, M.; Hwang, J.; Yong, C.; Kim, J.; Byeon, J. Environ. Sci.-Nano. 2019, 6, 2074.
  (c) David, M.; María, U.; William, T.; Marcial, F.; Ada, V.; Iván, M.; Yves, H.; Thomas, J.; José, M. Nanomed-Nanotechnol 2019, 17, 36.
  (d) Wu, Y.; Guo, T.; Qiu, Y.; Liu, Y.; Yao, Y.; Lian, W.; Lin, L.; Song, J.; Yang, H. Chem. Sci. 2019, 10, 7068.
3. [3]
  (a) Cao, H.; Yang, Y.; Chen, X.; Liu, J.; Chen, C.; Yuan, S.; Yu, L. Chin. Chem. Lett. 2020, 31, 1887.
  (b) Liu, Y.; Ling, H.; Chen, C.; Xu, Q.; Yu, L.; Jiang, X. Synlett 2019, 30, 1698.
  (c) Cao, H.; Liu, M.; Qian, R.; Zhang, X.; Yu, L. Appl. Organomet. Chem. 2019, 33, e4599.
  (d) Jing, X.; Chen, C.; Deng, X.; Zhang, X.; Wei, D.; Yu, L. Appl. Organomet. Chem. 2018, 32, e4332.
  (e) Liu, M.; Li, Y.; Yu, L.; Xu, Q.; Jiang, X. Sci. China: Chem. 2018, 61, 294.
4. [4]
  Chen, C.; Cao, Y.; Wu, X.; Cai, Y.; Liu, J.; Xu, L.; Ding, K.; Yu, L. Chin. Chem. Lett. 2020, 31, 1078. doi: 10.1016/j.cclet.2019.12.019
5. [5]
  (a) Engman, L.; Cava, M. P. Tetrahedron Lett. 1981, 22, 5251.
  (b) Kambe, N.; Hondo, K.; Ishii, H.; Sonoda, N. Bull. Chem. Soc. Jpn. 1981, 54, 1460.
  (c) Engman, L.; Cava, M. P. J. Org. Chem. 1982, 47, 3946.
6. [6]
  (a) Kumar, S.; Engman, L.; Valgimigli, L.; Amorati, R.; Fumo, M. G.; Pedulli, G. F. J. Org. Chem. 2007, 72, 6046.
  (b) Kumar, S.; Johansson, H.; Kanda, T.; Engman, L.; Muller, T.; Bergenudd, H.; Jonsson, M.; Pedulli, G. F.; Amorati, R.; Valgimigli, L. J. Org. Chem. 2010, 75, 716.
7. [7]
  (a) Liu, C.; Mao, J.; Zhang, X.; Yu, L. Catal. Commun. 2020, 133, 105828.
  (b) Yu, L.; Cao, H.; Zhang, X.; Chen, Y.; Yu, L. Sustainable Energy Fuels 2020, 4, 730.
  (c) Gao, G.; Han, J.; Yu, L.; Xu, Q. Synlett 2019, 30, 1703.
  (d) Yang, Y.; Fan, X.; Cao, H.; Chu, S.; Zhang, X.; Xu, Q.; Yu, L. Catal. Sci. Technol. 2018, 8, 5017.
  (e) Wang, T.; Jing, X.; Chen, C.; Yu, L. J. Org. Chem. 2017, 82, 9342.
8. [8]
  Trofimov, B. A.; Gusarova, N. K.; Tatarinova, A. A.; Potapov, V. A.; Sinegovskaya, L. M.; Amosova, S. V.; Voronkov, M. G. Tetrahedron 1988, 44, 6739. doi: 10.1016/S0040-4020(01)90114-0
9. [9]
  Han, L.; Mirzaei, F.; Tanaka, M. Organometallics 2000, 19, 722. doi: 10.1021/om990728s
10. [10]
  Jiang, M.; Guo, J.; Liu, B.; Tan, Q.; Xu, B. Org. Lett. 2019, 21, 8328. doi: 10.1021/acs.orglett.9b03106
11. [11]
  Bergman, J.; Engman, L. J. Org. Chem. 1982, 47, 5191. doi: 10.1021/jo00147a031
12. [12]
  Fujiwara, S.; Tsutomu, S. Tetrahedron Lett. 1992, 33, 7021. doi: 10.1016/S0040-4039(00)60922-X
13. [13]
  Barros, S. M.; Dabdoub, M. J.; Dabdoub, V. M. B.; Comasseto, J. V. Organometallics 1989, 8, 1661. doi: 10.1021/om00109a014
14. [14]
  Ogawa, A.; Yokoyama, K.; Obayashi, R.; Han, L.; Kambe, N.; Sonoda, N. Tetrahedron 1993, 49, 1177. doi: 10.1016/S0040-4020(01)85809-9
15. [15]
  Kumar, S.; Engman, L. J. Org. Chem. 2006, 71, 5400. doi: 10.1021/jo060690a
16. [16]
  Higgs, D. E.; Nelen, M. I.; Detty, M. R. Org. Lett. 2001, 3, 349. doi: 10.1021/ol0068142
17. [17]
  Back, T. G.; Kuzma, D.; Parvez, M. J. Org. Chem. 2005, 70, 9230. doi: 10.1021/jo0512711
18. [18]
  (a) Yu, L.; Li, H.; Zhang, X.; Ye, J.; Liu, J.; Xu, Q.; Lautens, M. Org. Lett. 2014, 16, 1346.
  (b) Zhang, X.; Sun, J.; Ding, Y.; Yu, L. Org. Lett. 2015, 17, 5840.
  (c) Chen, R.; Qi, J.; Mao, Z.; Cui, S. Org. Biomol. Chem. 2016, 14, 6201.
  (d) Wang, Y.; Wu, Z.; Li, Q.; Zhu, B.; Yu, L. Catal. Sci. Technol. 2017, 7, 3747.
  (e) Jing, X.; Wang, T.; Ding, Y.; Yu, L. Appl. Catal. A-Gen. 2017, 541, 107.
  (f) Zhang, D.; Huang, Y.; Zhang, E.; Yi, R.; Chen, C.; Yu, L.; Xu, Q. Adv. Synth. Catal. 2018, 360, 784.
  (g) Chu, S.; Cao, H.; Chen, T.; Shi, Y.; Yu, L. Catal. Commun. 2019, 129, 105730.
19. [19]
  (a) Corey, E. J.; Hopkins, P. B.; Kim, S.; Yoo, S. E.; Nambiar, K. P.; Falck, J. R. J. Am. Chem. Soc. 1979, 101, 7131.
  (b) Grirrane, A.; Corma, A.; Garcia, H. J. Catal. 2009, 268, 350.
  (c) Royals, E. E.; Horne Jr., S. E. J. Am. Chem. Soc. 1951, 73, 5856.
  (d) Zheng, Y.; Wu, A.; Ke, Y.; Cao, H.; Yu, L. Chin. Chem. Lett. 2019, 30, 937.
20. [20]
  Deng, X.; Chao, H.; Chen, C.; Zhou, H.; Yu, L. Sci. Bull. 2019, 64, 1280. doi: 10.1016/j.scib.2019.07.007
21. [21]
  (a) Jing, X.; Yuan, D.; Yu, L. Adv. Synth. Catal. 2017, 359, 1194.
  (b) Chen, C.; Zhang, X.; Cao, H.; Wang, F.; Yu, L.; Xu, Q. Adv. Synth. Catal. 2019, 361, 603.
22. [22]
23. [23]
  (a) Tong, Q.; Zhao, S.; Liu, Y.; Xu, B.; Yu, L.; Fan, Y. Appl. Organomet. Chem. 2020, 34, e5380.
  (b) Zhao, S.; Xu, B.; Yu, L.; Fan, Y. Chin. Chem. Lett. 2018, 29, 884.
  (c) Zhao, S.; Xu, B.; Yu, L.; Fan, Y. Chin. Chem. Lett. 2018, 29, 475.
  (d) Wang, F.; Xu, L.; Sun, C.; Yu, L.; Xu, Q. Appl. Organomet. Chem. 2018, 32, e4505.
24. [24]
  (a) Zhu, Z.; Wang, W.; Zeng, L.; Zhang, F.; Liu, J. Catal. Commun. 2020, 142, 106031.
  (b) Yang, Y.; Xu, B.; He, J.; Shi, J.; Yu, L.; Fan, Y. Appl. Organomet. Chem. 2019, 33, e5204.
  (c) Yang, Y.; Li, M.; Cao, H.; Zhang, X.; Yu, L. Mol. Catal. 2019, 474, 110450.
  (d) Fan, X.; Yao, Y.; Xu, Y.; Yu, L.; Qiu, C. ChemCatChem 2019, 11, 2596.
  (e) Wang, Q.; Jing, X.; Han, J.; Yu, L.; Xu, Q. Mater. Lett. 2018, 215, 65.
  (f) Zhang, D.; Wei, Z.; Yu, L. Sci. Bull. 2017, 62, 1325.
25. [25]
  (a) Liu, Z.; Zha, M.; Wang, Q.; Hu, G.; Feng, L. Chem. Commun. 2020, 56, 2352.
  (b) Zhang, D.; Deng, X.; Zhang, Q.; Han, J.; Yu, L. Mater. Lett. 2019, 234, 216.
26. [26]
  Cao, X.; Chen, S.; Bao, M.; Shi, H.; Li, W. Prog. Chem. 2018, 30, 1380 (in Chinese).
1. [1]
  Xinwen Zhou , Yanhui Qin , Jiajia Luo , Ronghua Zhang . Tellurium: forging the future. University Chemistry, 2026, 41(7): 192-198. doi: 10.12461/PKU.DXHX202506027
2. [2]
  Yonghui Wang , Weilin Chen , Yangguang Li . Knowledge Construction of “Solubility of Inorganic Substances” in Elemental Chemistry Teaching. University Chemistry, 2024, 39(4): 261-267. doi: 10.3866/PKU.DXHX202312102
3. [3]
  Xiangli Wang , Yuanfu Deng . Teaching Design of Elemental Chemistry from the Perspective of “Curriculum Ideology and Politics”: Taking Arsenic as an Example. University Chemistry, 2024, 39(2): 270-279. doi: 10.3866/PKU.DXHX202308092
4. [4]
  Gaihua Li , Donglian Liu , Xiuge Wang , Shuang Liu , Ning Zhang , Xuerui Tian . Teaching Design of Elemental Chemistry under the Concept of “Curriculum Ideology and Politics”: a Case of Mercury. University Chemistry, 2026, 41(2): 45-53. doi: 10.12461/PKU.DXHX202502025
5. [5]
  Linfeng Zhou , Yulin Zhang , Suhao Lin , Longguan Zhu . 2023年北京大学金秋营及第37届中国化学奥林匹克决赛磷团簇相关试题解析与拓展. University Chemistry, 2025, 40(8): 376-387. doi: 10.12461/PKU.DXHX202411030
6. [6]
  Xiaofeng Zhu , Bingbing Xiao , Jiaxin Su , Shuai Wang , Qingran Zhang , Jun Wang . Transition Metal Oxides/Chalcogenides for Electrochemical Oxygen Reduction into Hydrogen Peroxides. Acta Physico-Chimica Sinica, 2024, 40(12): 2407005-0. doi: 10.3866/PKU.WHXB202407005
7. [7]
  Minna Ma , Yujin Ouyang , Yuan Wu , Mingwei Yuan , Lijuan Yang . Green Synthesis of Medical Chemiluminescence Reagents by Photocatalytic Oxidation. University Chemistry, 2024, 39(5): 134-143. doi: 10.3866/PKU.DXHX202310093
8. [8]
  Hongyan Chen , Yajun Hou , Shui Hu , Zhuoxun Wei , Fang Zhu , Chengyong Su . Construction of Synthetic Chemistry Experiment of the Chemistry “101 Plan”. University Chemistry, 2024, 39(10): 58-63. doi: 10.12461/PKU.DXHX202409109
9. [9]
  Bin Liu . Teaching case design of chemistry “101 Plan” syntheticchemistry experiment course: taking the experiment of preparation of platinum nanocatalyst supported on carbon and determination of its electrochemical catalytic performance of methanol oxidation as an example. University Chemistry, 2026, 41(6): 125-135. doi: 10.12461/PKU.DXHX202506043
10. [10]
  Shaohua Wu , Jianfeng Yan , Chunfa Xu , Yuanming Li , Kai Yang , Caixia Lin . Construction of the synthetic chemistry experiment course under the Chemistry “101 Plan”: instructional design and implementation of the L-proline-catalyzed asymmetric aldol condensation reaction experiment. University Chemistry, 2026, 41(6): 152-159. doi: 10.12461/PKU.DXHX202511100
11. [11]
  Shui Hu , Zhuoxun Wei , Yajun Hou , Long Fang , Hongyan Chen , Fang Zhu , Chengyong Su . Practice and exploration for improving the course of synthetic chemistry experiment of the chemistry “101 Plan”. University Chemistry, 2026, 41(6): 118-124. doi: 10.12461/PKU.DXHX202512003
12. [12]
  Mengfei He , Chao Chen , Yue Tang , Si Meng , Zunfa Wang , Liyu Wang , Jiabao Xing , Xinyu Zhang , Jiahui Huang , Jiangbo Lu , Hongmei Jing , Xiangyu Liu , Hua Xu . Epitaxial Growth of Nonlayered 2D MnTe Nanosheets with Thickness-Tunable Conduction for p-Type Field Effect Transistor and Superior Contact Electrode. Acta Physico-Chimica Sinica, 2025, 41(2): 100016-0. doi: 10.3866/PKU.WHXB202310029
13. [13]
  Cunming Yu , Dongliang Tian , Jing Chen , Qinglin Yang , Kesong Liu , Lei Jiang . Chemistry “101 Program” Synthetic Chemistry Experiment Course Construction: Synthesis and Properties of Bioinspired Superhydrophobic Functional Materials. University Chemistry, 2024, 39(10): 101-106. doi: 10.12461/PKU.DXHX202408008
14. [14]
  Qin Kuang , Cheng Wang , Yuanzhi Tan , Zhiyuan Jiang , Yaxian Zhu . Case-Driven Teaching Innovation and Practice of the Inorganic Synthetic Chemistry Module. University Chemistry, 2026, 41(6): 5-12. doi: 10.12461/PKU.DXHX202512009
15. [15]
  Yajun Hou , Jinxin Liu , Tao Chen , Yi Zhang , Lei Zhou . Sonogashira coupling reaction in ionic liquids: a detailed exploration of experiment 4.4D in the “101 Plan” synthetic chemistry curriculum. University Chemistry, 2026, 41(6): 136-144. doi: 10.12461/PKU.DXHX202510101
16. [16]
  Yu Wang , Xianyu Liu , Tianming Lv , Miao Cui , Shoulei Zhang , Changgong Meng . Chemistry “101 Plan” synthetic chemistry experiment course construction: study on the preparation and identification of potassium persulfate. University Chemistry, 2026, 41(6): 145-151. doi: 10.12461/PKU.DXHX202511028
17. [17]
  Liangzhen Hu , Li Ni , Ziyi Liu , Xiaohui Zhang , Bo Qin , Yan Xiong . A Green Chemistry Experiment on Electrochemical Synthesis of Benzophenone. University Chemistry, 2024, 39(6): 350-356. doi: 10.3866/PKU.DXHX202312001
18. [18]
  Xiaohang Qiu . Suggestions for s-block elements teaching in the inorganic chemistry course of the Chemistry “101 Plan”. University Chemistry, 2026, 41(6): 13-17. doi: 10.12461/PKU.DXHX202510027
19. [19]
  Huan Zhang , Linyu Pu , Wei Wang , Yatang Dai , Xu Huang . Curriculum Development and Blended Teaching Practice in the Graduate Course on Elemental Inorganic Chemistry. University Chemistry, 2024, 39(6): 166-173. doi: 10.3866/PKU.DXHX202402010
20. [20]
  Zhengli Hu , Jia Wang , Yi-Lun Ying , Shaochuang Liu , Hui Ma , Wenwei Zhang , Jianrong Zhang , Yi-Tao Long . Exploration of Ideological and Political Elements in the Development History of Nanopore Electrochemistry. University Chemistry, 2024, 39(8): 344-350. doi: 10.3866/PKU.DXHX202401072

Get Citation

PDF

XML

Metrics

PDF Downloads(247)
Abstract views(16374)
HTML views(2765)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142