Citation: Chen Demao, Sun Yuanyuan, Dong Daoqing, Han Qingqing, Wang Zuli. Visible-Light Induced Sulfonylation of Nitroolefins for the Synthesis of Vinyl Sulfones under Photocatalyst Free Conditions[J]. Chinese Journal of Organic Chemistry, ;2020, 40(12): 4267-4273. doi: 10.6023/cjoc202006025 shu

Visible-Light Induced Sulfonylation of Nitroolefins for the Synthesis of Vinyl Sulfones under Photocatalyst Free Conditions

College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao, Shandong 266109

Corresponding author: Wang Zuli, wangzulichem@163.com

^†

Received Date: 15 June 2020
Revised Date: 29 July 2020
Available Online: 5 August 2020
Fund Project: the National Natural Science Foundation of China 21772107the Key Research and Development Plan of Shandong Province 2019GSF108017Project supported by the National Natural Science Foundation of China (No. 21772107), and the Key Research and Development Plan of Shandong Province (No. 2019GSF108017)

Figures(4)

An eco-friendly visible light-induced approach for the synthesis of vinyl sulfones from the reaction of nitroolefins with sulfinic acid under photocatalyst free conditions was developed. Simple operation, mild reaction conditions, broad substrate scope and good yields of the desired products made this transformation have an excellent prospect. The anti-microbial activity test showed that some of the desired products had moderate inhibitory rate against V. mali and C. glecosporioides.
- visible light,
- vinyl sulfones,
- nitroolefins,
- sulfinic acid
1. [1]
  (a) Fung, E.; Chua, K.; Ganz, T.; Nemeth, E.; Ruchala, P. Bioorg. Med. Chem. Lett. 2015, 25, 763.
  (b) Lavecchia, A.; Di Giovanni, C.; Pesapane, A.; Montuori, N.; Ragno, P.; Martucci, N. M.; Masullo, M.; De Vendittis, E.; Novellino, E. J. Med. Chem. 2012, 55, 4142.
  (c) Nakao, Y.; Fusetani, N. J. Nat. Prod. 2007, 70, 689.
  (d) Goudou, F.; Petit, P.; Moriou, C.; Gros, O.; Al-Mourabit, A. J. Nat. Prod. 2017, 80, 1693.
  (e) Gordon, C. P.; Griffith, R.; Keller, P. A. Med. Chem. 2007, 3, 199.
  (f) Meadows, D. C.; Sanchez, T.; Neamati, N.; North, T. W.; Hague, J. G. Bioorg. Med. Chem. 2007, 15, 1127.
2. [2]
  (a) Simpkins, N. S. Tetrahedron 1990, 46, 6951.
  (b) Chen, G.-Y.; Lu, Y. Synthesis 2013, 45, 1654.
  (c) Cheng, F.; Wang, H.; He, W.; Sun, B.; Zhao, J.; Qu, J.; Wang, Q. ACS Sustainable Chem. Eng. 2019, 7, 9112.
3. [3]
  (a) Truce, W. E.; Goralski, C. T. J. Org. Chem. 1971, 36, 2536.
  (b) Posner, G. H.; Brunelle, D. J. J. Org. Chem. 1972, 37, 3547.
  (c) Hoogenboom, B. E.; ElFaghi, M. S.; Fink, S. C.; Ihrig, P. I.; Langsjoen, A. N.; Linn, C. J.; Maehling, K. L. J. Org. Chem. 1975, 40, 880.
  (d) Back, T. G.; Collins, S.; Krishna, M. V.; Law, K. W. J. Org. Chem. 1987, 52, 4258.
  (e) Kamigata, N.; Sawada, H.; Kobayashi, M. J. Org. Chem. 1983, 48, 3793.
  (f) Huang, X.; Duan, D.; Zheng, W. J. Org. Chem. 2003, 69, 1958.
  (g) Guan, Z. H.; Zuo, W.; Zhao, L. B.; Ren, Z. H.; Liang, Y. M. Synthesis 2007, 1465.
  (h) Ochiai, M.; Kitagawa, Y.; Toyonari, M.; Uemura, K.; Oshima, K.; Shiro, M. J. Org. Chem. 1997, 62, 8001.
  (i) Cacchi, S.; Fabrizi, G.; Goggiamani, A.; Parisi, L. M.; Bernini, R. J. Org. Chem. 2004, 69, 5608.
  (j) Battace, A.; Zair, T.; Doucet, H.; Santelli, M. Synthesis 2006, 3495.
  (k) Bian, M.; Xu, F.; Ma, C. Synthesis 2007, 2951.
  (l) Truce, W.; Wolf, G. C. J. Org. Chem. 1971, 36, 1727.
  (m) Amiel, Y. J. Org. Chem. 1970, 36, 3691.
  (n) Peng, L.; Hu, Z.; Tang, Z.; Jiao, Y.; Xu, X. Chin. Chem. Lett. 2019, 30, 1481.
  (o) Keshari, T.; Kapoorr, R.; Yadav, L. D. S. Eur. J. Org. Chem. 2016, 2695.
4. [4]
  (a) Nair, V.; Augustine, A.; George, T. G.; Nair, L. G. Tetrahedron Lett. 2001, 42, 6763.
  (b) Katrun, P.; Chiampanichayakul, S.; Korworapan, K.; Pohmakotr, M.; Reutrakul, V.; Jaipetch, T.; Kuhakarn, C. Eur. J. Org. Chem. 2010, 2010, 5633.
  (c) Kamigata, N.; Sawada, H.; Kobayashi, M. J. Org. Chem. 1983, 48, 3793.
  (d) Taniguchi, N. Synlett 2011, 1308.
  (e) Nair, V.; Augustine, A.; Suja, T. D. Synthesis 2002, 2259.
  (f) Das, B.; Lingaiah, M.; Damodar, K.; Bhunia, N. Synthesis 2011, 2941.
  (g) Sawangphon, T.; Katrun, P.; Chaisiwamongkhol, K.; Pohmakotr, M.; Reutrakul, V.; Jaipetch, T.; Soorukram, D.; Kuhakarn, C. Synth. Commun. 2013, 43, 1692.
  (h) Tang, S.; Wu, Y.; Liao, W.; Bai, R.; Liu, C.; Lei, A. Chem. Commun. 2014, 50, 4496.
  (i) Zhang, N.; Yang, D.; Wei, W.; Yuan, L.; Cao, Y.; Wang, H. RSC Adv. 2015, 5, 37013.
  (j) Luo, Y. C.; Pan, X. J.; Yuan, G. Q. Tetrahedron 2015, 71, 2119.
  (k) Xue, Q.; Mao, Z.; Shi, Y.; Mao, H.; Cheng, Y.; Zhu, C. Tetrahedron Lett. 2012, 53, 1851.
  (l) Chawla, R.; Kapoor, R.; Singh, A. K.; Yadav, L. D. S. Green Chem. 2012, 14, 1308.
  (m) Liang, S.; Zhang, R. Y.; Wang, G.; Chen, S. Y.; Yu, X. Q. Eur. J. Org. Chem. 2013, 2013, 7050.
  (n) Katrun, P.; Hlekhlai, S.; Meesin, J.; Pohmakotr, M.; Reutrakul, V.; Jaipetch, T.; Soorukrama, D.; Kuhakarn, C. Org. Biomol. Chem. 2015, 13, 4785
  (o) Taniguchi, N. Tetrahedron 2014, 70, 1984.
5. [5]
  Nie, G.; Deng, X. C.; Lei, X.; Hu, Q. Q.; Chen, Y. F. RSC Adv. 2016, 6, 75277. doi: 10.1039/C6RA17842A
6. [6]
  Zhan, Z. Z.; Ma, H. J.; Wei, D. D.; Pu, J. H.; Zhang, Y. X.; Huang, G. S. Tetrahedron Lett. 2018, 59, 1446. doi: 10.1016/j.tetlet.2018.02.078
7. [7]
  Zhao, Y.; Lai, Y. L.; Du, K. S.; Lin, D. Z.; Huang, J. M. J. Org. Chem. 2017, 82, 9655. doi: 10.1021/acs.joc.7b01741
8. [8]
  Rong, G. W.; Mao, J. C.; Yan, H.; Zheng, Y.; Zhang, G. Q. J. Org. Chem. 2015, 80, 4697. doi: 10.1021/acs.joc.5b00558
9. [9]
  Nicewicz, D. A.; MacMillan, D. W. C. Science 2008, 322, 77. doi: 10.1126/science.1161976
10. [10]
  (a) Chen, Y. Y.; Lu, L. Q.; Yu, D. G.; Zhu, C. J.; Xiao, W. J. Sci. China Chem. 2019, 62, 24-57.
  (b) Luo, K.; Yang, W. C.; Wu, L. Asian J. Org. Chem. 2017, 6, 350.
  (c) Huang, C.; Li, X. B.; Tung, C. H.; Wu, L. Z. Chem.-Eur. J. 2018, 24, 11530.
  (d) Chen, Y.; Zhao, H.; Cheng, D.; Li X.; Xu X. Chin. J. Org. Chem. 2020, 40, 1297(in Chinese).
  (陈跃峰, 赵赫, 程冬萍, 李小年, 许孝良, 有机化学, 2020, 40, 1297.)
  (e) Capaldo, L.; Ravelli, D. Eur. J. Org. Chem. 2017, 2056.
  (f) Chen, J. R.; Yan, D. M.; Wei, Q.; Xiao, W. J. ChemPhotoChem 2017, 1, 148.
  (g) Peng, S.; Lin, Y.; He, W. Chin. J. Org. Chem. 2020, 40, 541(in Chinese).
  (彭莎, 林英武, 何卫民, 有机化学, 2020, 40, 541.)
  (h) Chen, L.; Liang, J.; Chen, Z. Y.; Chen, J.; Yan, M.; Zhang, X. J. Adv. Synth. Catal. 2019, 361, 956.
  (i) Dong, D. Q.; Li, L. X.; Li, G. H.; Deng, Q.; Wang, Z. L.; Long, S. Chin. J. Catal. 2019, 40, 1494.
  (j) Kong, Y.; Xu, W.; Ye, F.; Weng, J. Chin. J. Org. Chem. 2019, 39, 3065(in Chinese).
  (孔瑶蕾, 徐雯秀, 叶飞霞, 翁建全, 有机化学, 2019, 39, 3065.)
  (k) Xiao, L.; Li, J.; Wang, T. Acta Chim. Sinica 2019, 77, 841.
  (l) Chen, Y.; Chang, L.; Zuo, Z. Acta Chim. Sinica 2019, 77, 794.
  (m) Yuan, Y.; Dong, W. H.; Gao, X. S.; Xie, X. M.; Curran, D. P.; Zhang, Z. G. Chin. J. Chem. 2018, 36, 1035.
  (o) Wang, D. H.; Zhang, L.; Luo, S. Z. Chin. J. Chem. 2018, 36, 311.
11. [11]
  (a) Zhu, J.; Yang, W. C.; Wang, X. D.; Wu, L. Adv. Synth. Catal. 2018, 360, 386.
  (b) Li, Y.; Miao, T.; Li, P. H.; Wang, L. Org. Lett. 2018, 20, 1735.
  (c) Xie, L. Y.; Fang, T. G.; Tan, J. X.; Zhang, B.; Cao, Z.; Yang, L. H.; He, W. M. Green Chem. 2019, 21, 3858.
  (d) Dong, D. Q.; Hao, S. H.; Yang, D. S.; Li, L. X.; Wang, Z. L. Eur. J. Org. Chem. 2017, 2017, 6576.
  (e) Li, G.; Gan, Z.; Kong, K.; Dou, X.; Yang, D. Adv. Synth. Catal. 2019, 361, 1808.
  (f) Qiu, G. Y. S.; Li, Y. W.; Wu, J. Org. Chem. Front. 2016, 3, 1011.
  (g) Lima, C. G. S.; Lima, T. D. M.; Duarte, M.; Jurberg, I. D.; Paixão, M. W. ACS Catal. 2016, 6, 1389.
  (h) Duan, K.; Yan, X. F.; Liu, Y. J.; Li, Z. D. Adv. Synth. Catal. 2018, 360, 2781.
  (i) Xie, L. Y.; Chen, Y. L.; Qin, L.; Wen, Y.; Xie, J. W.; Tan, J. X.; Huang, Y.; Cao, Z.; He, W. M. Org. Chem. Front. 2019, 6, 3950.
12. [12]
  Guo, W.; Tao, K. L.; Tan, W.; Zhao, M. M.; Zheng, L. Y.; Fan, X. L. Org. Chem. Front. 2019, 6, 2048. doi: 10.1039/C8QO01353E
13. [13]
  Zhu, X. J.; Xie, X. Y.; Li, P. H.; Guo, J. Q.; Wang, L. Org. Lett. 2016, 18, 1546. doi: 10.1021/acs.orglett.6b00304
14. [14]
  Yang, D.; Huang, B.; Wei, W.; Li, J.; Lin, G.; Liu, Y.; Ding, J.; Sun, P.; Wang, H. Green Chem. 2016, 18, 5630. doi: 10.1039/C6GC01403H
15. [15]
  Meyer, A. U.; Jäger, S.; Hari, D. P.; König, B. Adv. Synth. Catal. 2015, 357, 2050. doi: 10.1002/adsc.201500142
16. [16]
  Liu, X.; Cong, T.; Liu, P.; Sun, P. Org. Biomol. Chem. 2016, 14, 9416. doi: 10.1039/C6OB01569G
17. [17]
  (a) Cai, S.; Xu, Y.; Chen, D.; Li, L.; Chen, Q.; Huang, M.; Weng, W. Org. Lett. 2016, 18, 2990.
  (b) Dong, D. Q.; Chen, D. M.; Sun, Y. Y.; Han, Q. Q.; Wang, Z. L.; Xu, X. M.; Yu, X. Y. Chin. J. Org. Chem. 2020, 40, 1766(in Chinese).
  (董道青, 李光辉, 陈德茂, 孙媛媛, 韩晴晴, 王祖利, 徐鑫明, 于贤勇, 有机化学, 2020, 40, 1766.)
  (c) Yan, S.; Dong, D. Q.; Xie, C.; Wang, W.; Wang, Z. L. Chin. J. Org. Chem. 2019, 39, 2560.
  (d) Li, G. H.; Han, Q. Q.; Sun, Y. Y.; Chen, D. M.; Wang, Z. L.; Xu, X. M.; Yu, X. Y. Chin. Chem. Lett., 2020, 31, 3255.
  (e) Li, G. H.; Dong, D. Q.; Deng, Q.; Yan, S. Q.; Wang, Z. L. Synthesis 2019, 51, 3313.
  (f) Dong, D. Q.; Chen, W. J.; Yang, Y.; Gao, X.; Wang, Z. L. ChemistrySelect 2019, 4, 2480.
  (g) Li, G. H.; Dong, D. Q.; Yu, X. Y.; Wang, Z. L. New J. Chem. 2019, 43, 1667.
  (h) Li, G. H.; Dong, D. Q.; Yang, Y.; Yu, X. Y.; Wang, Z. L. Adv. Synth. Catal. 2019, 361, 832.
  (i) Dong, D.; Sun, Y.; Li, G.; Yang, H.; Wang, Z.; Xu, X. Chin. J. Org. Chem. 2020, 40, 4071(in Chinese).
  (董道青, 孙媛媛, 李光辉, 杨欢, 王祖利, 徐鑫明, 有机化学, 2020, 40, 4071.)
  (j) Han, Q. Q.; Li, G. H.; Sun, Y. Y.; Chen, D. M.; Wang, Z. L.; Yu, X. Y.; Xu, X. M. Tetrahedron Lett. 2020, 61, 151704.
  (k) Dong, D. Q.; Yang, H.; Shi, J. L.; Si, W. J.; Wang, Z. L.; Xu, X. M. Org. Chem. Front. 2020, 7, 2538.
18. [18]
  Hong, G. F.; Yuan, J. W.; Dong, Z. H.; Xiao, Y. M.; Mao, P.; Qu, L. B., Phosphorus Sulfur 2018, 193, 771. doi: 10.1080/10426507.2018.1513518
19. [19]
  Gui, Q. W.; Han, K.; Liu, Z. L.; Su, Z. H.; He, X. L.; Jiang, H. M.; Tian, B. F.; Li, Y. Y. Org. Biomol. Chem. 2018, 16, 5748. doi: 10.1039/C8OB01502C
20. [20]
  Baliah, V.; Seshapathirao, M. J. Org. Chem. 1959, 24, 867. doi: 10.1021/jo01088a610
21. [21]
  Chen, H.; Wedi, P.; Meyer, T.; Tavakoli, G.; van Gemmeren, M. Angew. Chem., Int. Ed. 2018, 57, 2497. doi: 10.1002/anie.201712235
22. [22]
  Hu, D. Q.; Bai, F. C.; Liu, Y. Y.; Wan, J. P. Chin. J. Chem. 2016, 34, 1053. doi: 10.1002/cjoc.201600337
23. [23]
  Chen, J.; Mao, J. C.; Zheng, Y.; Liu, D. F.; Rong, G. W.; Yan, H.; Zhang, C.; Shi, D. Q. Tetrahedron 2015, 71, 5059. doi: 10.1016/j.tet.2015.05.115
24. [24]
  Mao, S.; Gao, Y. R.; Zhu, X. Q.; Guo, D. D.; Wang, Y. Q. Org. Lett. 2015, 17, 1692. doi: 10.1021/acs.orglett.5b00461
25. [25]
  Aegurla, B.; Peddinti, R. K. Asian J. Org. Chem. 2018, 7, 946. doi: 10.1002/ajoc.201700696
1. [1]
  Yiyue Ding , Qiuxiang Zhang , Lei Zhang , Qilu Yao , Gang Feng , Zhang-Hui Lu . Exceptional activity of amino-modified rGO-immobilized PdAu nanoclusters for visible light-promoted dehydrogenation of formic acid. Chinese Chemical Letters, 2024, 35(7): 109593-. doi: 10.1016/j.cclet.2024.109593
2. [2]
  Bing LIU , Huang ZHANG , Hongliang HAN , Changwen HU , Yinglei ZHANG . Visible light degradation of methylene blue from water by triangle Au@TiO₂ mesoporous catalyst. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 941-952. doi: 10.11862/CJIC.20230398
3. [3]
  Tingting Liu , Pengfei Sun , Wei Zhao , Yingshuang Li , Lujun Cheng , Jiahai Fan , Xiaohui Bi , Xiaoping Dong . Magnesium doping to improve the light to heat conversion of OMS-2 for formaldehyde oxidation under visible light irradiation. Chinese Chemical Letters, 2024, 35(4): 108813-. doi: 10.1016/j.cclet.2023.108813
4. [4]
  Ziruo Zhou , Wenyu Guo , Tingyu Yang , Dandan Zheng , Yuanxing Fang , Xiahui Lin , Yidong Hou , Guigang Zhang , Sibo Wang . Defect and nanostructure engineering of polymeric carbon nitride for visible-light-driven CO2 reduction. Chinese Journal of Structural Chemistry, 2024, 43(3): 100245-100245. doi: 10.1016/j.cjsc.2024.100245
5. [5]
  Tian-Yu Gao , Xiao-Yan Mo , Shu-Rong Zhang , Yuan-Xu Jiang , Shu-Ping Luo , Jian-Heng Ye , Da-Gang Yu . Visible-light photoredox-catalyzed carboxylation of aryl epoxides with CO₂. Chinese Chemical Letters, 2024, 35(7): 109364-. doi: 10.1016/j.cclet.2023.109364
6. [6]
  Lang Gao , Cen Zhou , Rui Wang , Feng Lan , Bohang An , Xiaozhou Huang , Xiao Zhang . Unveiling inverse vulcanized polymers as metal-free, visible-light-driven photocatalysts for cross-coupling reactions. Chinese Chemical Letters, 2024, 35(4): 108832-. doi: 10.1016/j.cclet.2023.108832
7. [7]
  Jing Wang , Zenghui Li , Xiaoyang Liu , Bochao Su , Honghong Gong , Chao Feng , Guoping Li , Gang He , Bin Rao . Fine-tuning redox ability of arylene-bridged bis(benzimidazolium) for electrochromism and visible-light photocatalysis. Chinese Chemical Letters, 2024, 35(9): 109473-. doi: 10.1016/j.cclet.2023.109473
8. [8]
  Yi Liu , Zhe-Hao Wang , Guan-Hua Xue , Lin Chen , Li-Hua Yuan , Yi-Wen Li , Da-Gang Yu , Jian-Heng Ye . Photocatalytic dicarboxylation of strained C–C bonds with CO₂ via consecutive visible-light-induced electron transfer. Chinese Chemical Letters, 2024, 35(6): 109138-. doi: 10.1016/j.cclet.2023.109138
9. [9]
  Qiongqiong Wan , Yanan Xiao , Guifang Feng , Xin Dong , Wenjing Nie , Ming Gao , Qingtao Meng , Suming Chen . Visible-light-activated aziridination reaction enables simultaneous resolving of C=C bond location and the sn-position isomers in lipids. Chinese Chemical Letters, 2024, 35(4): 108775-. doi: 10.1016/j.cclet.2023.108775
10. [10]
  Yuting Wu , Haifeng Lv , Xiaojun Wu . Design of two-dimensional porous covalent organic framework semiconductors for visible-light-driven overall water splitting: A theoretical perspective. Chinese Journal of Structural Chemistry, 2024, 43(11): 100375-100375. doi: 10.1016/j.cjsc.2024.100375
11. [11]
  Ping Lu , Baoyin Du , Ke Liu , Ze Luo , Abiduweili Sikandaier , Lipeng Diao , Jin Sun , Luhua Jiang , Yukun Zhu . Heterostructured In2O3/In2S3 hollow fibers enable efficient visible-light driven photocatalytic hydrogen production and 5-hydroxymethylfurfural oxidation. Chinese Journal of Structural Chemistry, 2024, 43(8): 100361-100361. doi: 10.1016/j.cjsc.2024.100361
12. [12]
  Chaoqun Ma , Yuebo Wang , Ning Han , Rongzhen Zhang , Hui Liu , Xiaofeng Sun , Lingbao Xing . Carbon dot-based artificial light-harvesting systems with sequential energy transfer and white light emission for photocatalysis. Chinese Chemical Letters, 2024, 35(4): 108632-. doi: 10.1016/j.cclet.2023.108632
13. [13]
  Wenyi Mei , Lijuan Xie , Xiaodong Zhang , Cunjian Shi , Fengzhi Wang , Qiqi Fu , Zhenjiang Zhao , Honglin Li , Yufang Xu , Zhuo Chen . Design, synthesis and biological evaluation of fluorescent derivatives of ursolic acid in living cells. Chinese Chemical Letters, 2024, 35(5): 108825-. doi: 10.1016/j.cclet.2023.108825
14. [14]
  Huipeng Zhao , Xiaoqiang Du . Polyoxometalates as the redox anolyte for efficient conversion of biomass to formic acid. Chinese Journal of Structural Chemistry, 2024, 43(2): 100246-100246. doi: 10.1016/j.cjsc.2024.100246
15. [15]
  Dan-Ying Xing , Xiao-Dan Zhao , Chuan-Shu He , Bo Lai . Kinetic study and DFT calculation on the tetracycline abatement by peracetic acid. Chinese Chemical Letters, 2024, 35(9): 109436-. doi: 10.1016/j.cclet.2023.109436
16. [16]
  Dong-Sheng Deng , Su-Qin Tang , Yong-Tu Yuan , Ding-Xiong Xie , Zhi-Yuan Zhu , Yue-Mei Huang , Yun-Lin Liu . C-F insertion reaction sheds new light on the construction of fluorinated compounds. Chinese Chemical Letters, 2024, 35(8): 109417-. doi: 10.1016/j.cclet.2023.109417
17. [17]
  Rui Wang , He Qi , Haijiao Zheng , Qiong Jia . Light/pH dual-responsive magnetic metal-organic frameworks composites for phosphorylated peptide enrichment. Chinese Chemical Letters, 2024, 35(7): 109215-. doi: 10.1016/j.cclet.2023.109215
18. [18]
  Pingping Wang , Huixian Miao , Kechuan Sheng , Bin Wang , Fan Feng , Xuankun Cai , Wei Huang , Dayu Wu . Efficient blue-light-excitable copper(Ⅰ) coordination network phosphors for high-performance white LEDs. Chinese Chemical Letters, 2024, 35(4): 108600-. doi: 10.1016/j.cclet.2023.108600
19. [19]
  Hao Cai , Xiaoyan Wu , Lei Jiang , Feng Yu , Yuxiang Yang , Yan Li , Xian Zhang , Jian Liu , Zijian Li , Hong Bi . Lysosome-targeted carbon dots with a light-controlled nitric oxide releasing property for enhanced photodynamic therapy. Chinese Chemical Letters, 2024, 35(4): 108946-. doi: 10.1016/j.cclet.2023.108946
20. [20]
  Lei Zhou , Youjun Zhou , Lizhen Fang , Yiqiao Bai , Yujia Meng , Liang Li , Jie Yang , Yong Yao . Pillar[5]arene based artificial light-harvesting supramolecular polymer for efficient and recyclable photocatalytic applications. Chinese Chemical Letters, 2024, 35(9): 109509-. doi: 10.1016/j.cclet.2024.109509

Get Citation

PDF

XML

Metrics

PDF Downloads(43)
Abstract views(3038)
HTML views(427)

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