Citation: Zhang Wei, Deng Wei. β-Cyclodextrin Modified Gold Nanoparticles: Catalytic Applications and Molecular Selectivity[J]. Chinese Journal of Organic Chemistry, ;2018, 38(11): 3002-3008. doi: 10.6023/cjoc201803038 shu

β-Cyclodextrin Modified Gold Nanoparticles: Catalytic Applications and Molecular Selectivity

Zhang Wei ^a ,
Deng Wei ^a,b,,

a.
School of Materials Science and Engineering, Shanghai University, Shanghai 200444
b.
School of Chemical and Engineering, Shanghai Institute of Technology, Shanghai 201418

Corresponding author: Deng Wei, wdeng@shu.edu.cn
Received Date: 25 March 2018
Revised Date: 3 July 2018
Available Online: 24 November 2018
Fund Project: the Shanghai Municipal Education Commission (Plateau Discipline Construction Program), the National Science Foundation of China 21601125the Shanghai Municipal Education Commission (Plateau Discipline Construction Program), the National Science Foundation of China 21174081the Shuguang Scholar Project and Start-up Funding of Shanghai Institute of Technology YJ-201610the Natural Science Foundation of Shanghai City 16ZR1435700Project supported by the Shanghai Municipal Education Commission (Plateau Discipline Construction Program), the National Science Foundation of China (Nos. 21601125, 21174081), the Natural Science Foundation of Shanghai City (No. 16ZR1435700), the Shuguang Scholar of Shanghai Municipal Education Commission (No. 16SG49), the Shuguang Scholar Project and Start-up Funding of Shanghai Institute of Technology (No. YJ-201610)the Shuguang Scholar of Shanghai Municipal Education Commission 16SG49

Figures(7)

L-Cys-β-CD@AuNPs nanoparticles were synthesized by a simple method of the reduction of HAuCl₄ with NaBH₄and L-Cys-CD. The catalytic activity of L-Cys-β-CD@AuNPs nanoparticles for the catalytic reductions of 4-nitrophenol and 4-nitro-1-naphthol was researched in detail. Because of the selective binding of β-cyclodextrin (β-CD) to different guest molecules, L-Cys-β-CD@AuNPs exhibits diverse catalytic activities for different substrates. The experimental results prove that L-Cys-β-CD@AuNPs shows better catalytic efficiency for the reduction of 4-nitro-1-naphthol than p-nitrophenol.
- β-cyclodextrin,
- catalysis,
- gold nanoparticles,
- molecular selectivity,
- organic-inorganic hybrid materials
1. [1]
  Ran, X.; Yang, L.; Qu, Q.; Li, S.-L.; Chen, Y.; Zuo, L.-M. RSC Adv. 2017, 7, 1947. doi: 10.1039/C6RA24893D
2. [2]
  Liu, Y., Xiang, M.-H., Hong, L. RSC Adv. 2017, 7, 6467. doi: 10.1039/C6RA22297H
3. [3]
  Hapiot, F.; Menuel, S.; Ferreira, M.; Leger, B.; Bricout, H.; Tilloy, S.; Monflier, E. ACS Sustainable Chem. Eng. 2017, 5, 3598. doi: 10.1021/acssuschemeng.6b02886
4. [4]
  Wen, D.; Liu W.; Haubold, D.; Zhu, C.; Oschatz, M.; Holzschuh, M.; Wolf, A.; Simon, F.; Kaskel, S.; Eychmuller, A. ACS Nano 2016, 10, 2559. doi: 10.1021/acsnano.5b07505
5. [5]
  Putta, C.; Sharavath, V.; Sarkar, S.; Ghosh, S. RSC Adv. 2015, 5, 6652. doi: 10.1039/C4RA14323J
6. [6]
  Fensterbank, L.; Malacria, M. Acc. Chem. Res. 2014, 47, 953, doi: 10.1021/ar4002334
7. [7]
  Zhao, Y.; Huang, Y.-C.; Zhu, H.; Zhu, Q.-Q.; Xia, Y.-S. J. Am. Chem. Soc. 2016, 138, 16645. doi: 10.1021/jacs.6b07590
8. [8]
  Ye, W.-C.; Yu, J.; Zhou, Y.-X.; Gao, D.-Q.; Wang, D.-A.; Wang, C.-M.; Xue, D.-S. Appl. Catal. B:Environ. 2016, 181, 371. doi: 10.1016/j.apcatb.2015.08.013
9. [9]
  Noh, J. H.; Patala, R.; Meijboom, R. Appl. Catal. A:Gen. 2016, 514, 253. doi: 10.1016/j.apcata.2016.01.033
10. [10]
  Chevry, M.; Vanbesien, T.; Menuel, S.; Monflier, E.; Hapiot, F Premkumar, T.; Geckeler, K. E. Catal. Sci. Technol. 2017, 7, 114. doi: 10.1039/C6CY02070D
11. [11]
  Ping, Y.; Wu, D.-C.; Kumar, J. N.; Cheng, W.-R.; Lay, C. L.; Liu, Y. Biomacromolecules 2013, 14, 2083. doi: 10.1021/bm400460r
12. [12]
  Chen, L.; Zhu, X.-Y.; Yan, D.-Y.; Chen, Y.; Chen, Q.; Yao, Y.-F. Angew. Chem., Int. Ed. 2006, 118, 93. doi: 10.1002/(ISSN)1521-3757
13. [13]
  Wang, J.; Wang, X.-C.; Zhang, X.-T. J. Mater. Chem. A 2016, 5, 4308.
14. [14]
  Qi, L.; Tian, H.-H.; Shao, H.-B.; Yu, H.-Z. J. Phys. Chem. C 2017, 121, 7985. doi: 10.1021/acs.jpcc.7b01135
15. [15]
  Massaro, M.; Colletti, C.-G.; Lazzara, G.; Guernelli, S.; Noto, R.; Riela, S. ACS Sustainable Chem. Eng. 2017, 5, 3346. doi: 10.1021/acssuschemeng.6b03191
16. [16]
  Zou, H. X.; Sun, H. C.; Wang, L.; Zhao, L. L.; Li, J. X.; Dong, Z. Y.; Luo, Q.; Xu, J. Y.; Liu, J. Q. Soft Matter 2016 12, 1192. doi: 10.1039/C5SM02074C
17. [17]
  Yao, N.; Lin, W.-J.; Zhang, X.-F.; Gu, H.-W.; Zhang, L.-J. J. Polym. Sci. Polym. 2016, 54, 186. doi: 10.1002/pola.27889
18. [18]
  Wang, M.-L.; Fang, G.-D.; Liu, P.; Zhou, D.-M.; Ma, C.; Zhang, D.-J. Zhan, J.-H. Appl. Catal., B 2016, 188, 113. doi: 10.1016/j.apcatb.2016.01.071
19. [19]
  Wang, F.; Pu, H.-T.; Che, X. Chem. Commun. 2016, 52, 3516. doi: 10.1039/C5CC09984F
20. [20]
  Sagir, H.; Rahila Rai, P.; Singh, P. K.; Siddiqui, I. R. New J. Chem. 2016, 40, 6819. doi: 10.1039/C5NJ03273C
21. [21]
  Jia, F.; Yang, X.-D.; Li, Z.-Y. RSC Adv. 2016, 6, 92723. doi: 10.1039/C6RA22387G
22. [22]
  Iwaso, K.; Takashima, Y.; Harada, A. Nat. Chem. 2016, 8, 626.
23. [23]
  Li, H.-Y.; Meng, B.; Chai, S.-H.; Liu, H.-L.; Dai, S. Chem. Sci. 2016, 7, 905. doi: 10.1039/C5SC04034E
24. [24]
  Mathew, A.; Natarajan, G.; Lehtovaara, L.; Hakkinen, H.; Kumar, R. M.; Subramanian, V.; Jaleel, A.; Pradeep, T. ACS Nano 2014, 1, 139.
25. [25]
  Wen, X.; Qiao, X.-L.; Han, X.; Niu, L. B.; Huo, L.; Bai, G.-Y. J. Mater. Sci. 2015, 51, 3170.
26. [26]
  Wen, D.; Liu, W.; Herrmann, A. K.; Haubold, D.; Holzschuh, M.; Simon, F.; Eychmuller, A. Small 2016, 12, 2439. doi: 10.1002/smll.201503874
27. [27]
  Daneshvar, L.; Rounaghi, G. H. J. Electrochem. Soc. 2017, 164, 177. doi: 10.1149/2.0781706jes
28. [28]
  Jia, H.; Schmitz, D.; Ott, A.; Pich, A.; Lu, Y. J. Mater. Chem. A 2015, 3, 6187. doi: 10.1039/C5TA00197H
29. [29]
  Padilla, M.; Peccati, F.; Bourdelande, J. L.; Solans-Monfort, X.; Guirado, G.; Sodupe, M.; Hernando, J. Chem. Commun. 2017, 53, 2126. doi: 10.1039/C6CC09600J
30. [30]
  Luo, C. H.; Dong, Q. J.; Qian, M. J.; Zhang, H. Chem. Phys. Lett. 2016, 664, 89. doi: 10.1016/j.cplett.2016.10.019
31. [31]
  Zhao, M.-X.; Zhao, M.; Zeng, E.-Z.; Li, Y.; Li, J.-M.; Cao, Q.; Tan, C.-P.; Ji, L.-N.; Mao, Z.-W. J. Inorg. Biochem. 2014, 137, 31. doi: 10.1016/j.jinorgbio.2014.03.012
32. [32]
  Zhao, M.-X.; Li, J.-M.; Du, L.-Y.; Tan, C.-P.; Xia, Q.; Mao, Z.-W.; Ji, L.-N. Chem.-Eur. J. 2011, 17, 5171. doi: 10.1002/chem.v17.18
1. [1]
  Pu Zhang , Xiang Mao , Xuehua Dong , Ling Huang , Liling Cao , Daojiang Gao , Guohong Zou . Two UV organic-inorganic hybrid antimony-based materials with superior optical performance derived from cation-anion synergetic interactions. Chinese Chemical Letters, 2024, 35(9): 109235-. doi: 10.1016/j.cclet.2023.109235
2. [2]
  Yan Cheng , Hai-Quan Yao , Ya-Di Zhang , Chao Shi , Heng-Yun Ye , Na Wang . Nitrate-bridged hybrid organic-inorganic perovskites. Chinese Journal of Structural Chemistry, 2024, 43(9): 100358-100358. doi: 10.1016/j.cjsc.2024.100358
3. [3]
  Wenjia Wang , Xingyue He , Xiaojie Wang , Tiantian Zhao , Osamu Muraoka , Genzoh Tanabe , Weijia Xie , Tianjiao Zhou , Lei Xing , Qingri Jin , Hulin Jiang . Glutathione-depleted cyclodextrin pseudo-polyrotaxane nanoparticles for anti-inflammatory oxaliplatin (Ⅳ) prodrug delivery and enhanced colorectal cancer therapy. Chinese Chemical Letters, 2024, 35(4): 108656-. doi: 10.1016/j.cclet.2023.108656
4. [4]
  Kangrong Yan , Ziqiu Shen , Yanchun Huang , Benfang Niu , Hongzheng Chen , Chang-Zhi Li . Curing the vulnerable heterointerface via organic-inorganic hybrid hole transporting bilayers for efficient inverted perovskite solar cells. Chinese Chemical Letters, 2024, 35(6): 109516-. doi: 10.1016/j.cclet.2024.109516
5. [5]
  Ting Shi , Ziyang Song , Yaokang Lv , Dazhang Zhu , Ling Miao , Lihua Gan , Mingxian Liu . Hierarchical porous carbon guided by constructing organic-inorganic interpenetrating polymer networks to facilitate performance of zinc hybrid supercapacitors. Chinese Chemical Letters, 2025, 36(1): 109559-. doi: 10.1016/j.cclet.2024.109559
6. [6]
  Ning LI , Siyu DU , Xueyi WANG , Hui YANG , Tao ZHOU , Zhimin GUAN , Peng FEI , Hongfang MA , Shang JIANG . Preparation and efficient catalysis for olefins epoxidation of a polyoxovanadate-based hybrid. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 799-808. doi: 10.11862/CJIC.20230372
7. [7]
  Le Ye , Wei-Xiong Zhang . Structural phase transition in a new organic-inorganic hybrid post-perovskite: (N,N-dimethylpyrrolidinium)[Mn(N(CN)2)3]. Chinese Journal of Structural Chemistry, 2024, 43(6): 100257-100257. doi: 10.1016/j.cjsc.2024.100257
8. [8]
  Shaonan Tian , Yu Zhang , Qing Zeng , Junyu Zhong , Hui Liu , Lin Xu , Jun Yang . Core-shell gold-copper nanoparticles: Evolution of copper shells on gold cores at different gold/copper precursor ratios. Chinese Journal of Structural Chemistry, 2023, 42(11): 100160-100160. doi: 10.1016/j.cjsc.2023.100160
9. [9]
  Zhi Li , Wenpei Li , Shaoping Jiang , Chuan Hu , Yuanyu Huang , Maxim Shevtsov , Huile Gao , Shaobo Ruan . Legumain-triggered aggregable gold nanoparticles for enhanced intratumoral retention. Chinese Chemical Letters, 2024, 35(7): 109150-. doi: 10.1016/j.cclet.2023.109150
10. [10]
  Weihong Ding , Kaiyue Song , Xianglong Li , Xiaoxia Sun . High-temperature-stable RRAMs with well-defined thermal effect mechanisms enable by engineering of robust 2D <100>-oriented organic-inorganic hybrid perovskites. Chinese Chemical Letters, 2025, 36(4): 110495-. doi: 10.1016/j.cclet.2024.110495
11. [11]
  Qinwei Lu , Jinjie Lu , Juying Lei , Xubiao Luo , Yanbo Zhou . Cyclodextrin-boosted photocatalytic oxidation for efficient bisphenol A removal. Chinese Chemical Letters, 2025, 36(3): 110017-. doi: 10.1016/j.cclet.2024.110017
12. [12]
  Xiangqian Cao , Chenkai Yang , Xiaodong Zhu , Mengxin Zhao , Yilin Yan , Zhengnan Huang , Jinming Cai , Jingming Zhuang , Shengzhou Li , Wei Li , Bing Shen . Synergistic enhancement of chemotherapy for bladder cancer by photothermal dual-sensitive nanosystem with gold nanoparticles and PNIPAM. Chinese Chemical Letters, 2024, 35(8): 109199-. doi: 10.1016/j.cclet.2023.109199
13. [13]
  Conghui Wang , Lei Xu , Zhenhua Jia , Teck-Peng Loh . Recent applications of macrocycles in supramolecular catalysis. Chinese Chemical Letters, 2024, 35(4): 109075-. doi: 10.1016/j.cclet.2023.109075
14. [14]
  Wei Chen , Pieter Cnudde . A minireview to ketene chemistry in zeolite catalysis. Chinese Journal of Structural Chemistry, 2024, 43(11): 100412-100412. doi: 10.1016/j.cjsc.2024.100412
15. [15]
  Lin Zhang , Chaoran Li , Thongthai Witoon , Xingda An , Le He . Nano-thermometry in photothermal catalysis. Chinese Journal of Structural Chemistry, 2025, 44(4): 100456-100456. doi: 10.1016/j.cjsc.2024.100456
16. [16]
  Siwei Wang , Wei-Lei Zhou , Yong Chen . Cucurbituril and cyclodextrin co-confinement-based multilevel assembly for single-molecule phosphorescence resonance energy transfer behavior. Chinese Chemical Letters, 2024, 35(12): 110261-. doi: 10.1016/j.cclet.2024.110261
17. [17]
  Xiao-Fang Lv , Xiao-Yun Ran , Yu Zhao , Rui-Rui Zhang , Li-Na Zhang , Jing Shi , Ji-Xuan Xu , Qing-Quan Kong , Xiao-Qi Yu , Kun Li . Combing NIR-Ⅱ molecular dye with magnetic nanoparticles for enhanced photothermal theranostics with a 95.6% photothermal conversion efficiency. Chinese Chemical Letters, 2025, 36(4): 110027-. doi: 10.1016/j.cclet.2024.110027
18. [18]
  Ji Liu , Dongsheng He , Tianjiao Hao , Yumin Hu , Yan Zhao , Zhen Li , Chang Liu , Daquan Chen , Qiyue Wang , Xiaofei Xin , Yan Shen . Gold mineralized "hybrid nanozyme bomb" for NIR-II triggered tumor effective permeation and cocktail therapy. Chinese Chemical Letters, 2024, 35(9): 109296-. doi: 10.1016/j.cclet.2023.109296
19. [19]
  Yu Mao , Yilin Liu , Xiaochen Wang , Shengyang Ni , Yi Pan , Yi Wang . Acylfluorination of enynes via phosphine and silver catalysis. Chinese Chemical Letters, 2024, 35(8): 109443-. doi: 10.1016/j.cclet.2023.109443
20. [20]
  Jiaqi Jia , Kathiravan Murugesan , Chen Zhu , Huifeng Yue , Shao-Chi Lee , Magnus Rueping . Multiphoton photoredox catalysis enables selective hydrodefluorinations. Chinese Chemical Letters, 2025, 36(2): 109866-. doi: 10.1016/j.cclet.2024.109866

Get Citation

PDF

XML

Metrics

PDF Downloads(10)
Abstract views(831)
HTML views(69)

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