Transition Metal Catalyzed Organic Reaction Involving Cyclodextrin
- Corresponding author: Xia Daohong, xiadh@upc.edu.cn
Citation:
Chen Yaqi, Gui Xin, Duan Zunbin, Zhu Lijun, Xiang Yuzhi, Xia Daohong. Transition Metal Catalyzed Organic Reaction Involving Cyclodextrin[J]. Chinese Journal of Organic Chemistry,
;2019, 39(5): 1284-1292.
doi:
10.6023/cjoc201809012
Lai, E.; Jean, M.; Shen, X. H. M. Supramolecular Chemistry:Concepts and Prospects, Peking University Press, Beijing, 2002 (in Chinese).
Xia, D. H.; Jiang, S. J.; Li, L.-L.; Xiang, Y. Z.; Zhu, L. J. Chin. J. Chem. Eng. 2016, 24, 146.
doi: 10.1016/j.cjche.2015.06.008
Tong, L. H. M. Cyclodextrin Chemistry-Basics and Applications, Science Press, Beijing, 2001 (in Chinese).
Shen, H. M.; Ji, H. B. Chin. J. Org. Chem. 2011, 32, 791(in Chinese),
Zhao, Y.; Huang, Y.; Zhu, H.; Zhu, Q.; Xia, Y. J. Am. Chem. Soc. 2016, 138, 16645.
doi: 10.1021/jacs.6b07590
Menuel, S.; Léger, B.; Addad, A.; Monflier, E.; Hapiot, F. Green Chem. 2016, 18, 5500.
doi: 10.1039/C6GC00770H
Stewart, M. E.; Anderton, C. R.; Thompson, L. B.; Maria, J.; Gray, S. K.; Rogers, J.A.; Nuzzo, R. G. Chem. Rev. 2008, 108, 494.
doi: 10.1021/cr068126n
Xiao, J.; Qi, L. Nanoscale 2011, 3, 1383.
doi: 10.1039/c0nr00814a
Shanmugam, M.; Kim, K. J. Electroanal. Chem. 2016, 776, 82.
doi: 10.1016/j.jelechem.2016.06.009
Cravotto, G.; Gaudino, E. C.; Tagliapietra, S.; Carnaroglio, D.; Procopio, A. Green Proc. Synth. 2012, 1, 269.
Hein, J. E.; Tripp, J. C.; Krasnova, L. B.; Sharpless, K. B.; Fokin, V. V. Angew. Chem., Int. Ed. 2009, 48, 8018.
doi: 10.1002/anie.v48:43
Dheer, D.; Rawal, R. K.; Singh, V.; Sangwan, P. L.; Das, P.; Shankar, R. Tetrahedron 2017, 73, 4295.
doi: 10.1016/j.tet.2017.05.081
Patil, R. N.; Vijay Kumar, A. ACS Omega 2017, 2, 6405.
doi: 10.1021/acsomega.7b00898
Messmer, E. Z. Phys. Chem. 1927, 126, 369.
Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem., Int. Ed. 2001, 113, 2056.
doi: 10.1002/(ISSN)1521-3757
Krasinski, A.; Radic, Z.; Manetsch, R.; Raushel, J.; Taylor, P.; Sharpless, K. B.; Kolb, H. C. J. Am. Chem. Soc. 2004, 126, 12809.
doi: 10.1021/ja046382g
Hein, J. E.; Tripp, J. P.; Krasnova, L. B.; Sharpless, K. B.; Fokin, V. V. Angew. Chem., Int. Ed. 2009, 48, 1.
doi: 10.1002/anie.200890275
Rostovtsev, V. V.; Green, L. G.; Fokin, V. V.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2596.
doi: 10.1002/(ISSN)1521-3773
Tornoe, C. W.; Christensen, C.; Meldal, M. J. Org. Chem. 2002, 67, 3057.
doi: 10.1021/jo011148j
Aprahamian, I.; Dichtel, W. R.; Ikeda, T.; Heath, J. R.; Stoddart, J. F. Org. Lett. 2007, 9, 1287.
doi: 10.1021/ol070052u
Yigit, S.; Sanyal, R.; Sanyal, A. Chem. Asian J. 2011, 6, 2648.
doi: 10.1002/asia.v6.10
Yamada, Y. M. A.; Sarkar, S. M.; Uozumi, Y. J. Am. Chem. Soc. 2012, 134, 9285.
doi: 10.1021/ja3036543
Collinson, J.-M.; Wilton-Ely, J. D. E. T.; Diez-Gonzalez, S. Chem. Commun. 2013, 49, 11358.
doi: 10.1039/c3cc44371j
Xiong, X.; Chen, H.; Tang, Z.; Jiang, Y. RSC Adv. 2014, 4, 9830.
doi: 10.1039/c3ra45994b
White, J. R.; Price, G. J.; Schiffers, S.; Raithby, P. R.; Plucinski, P. K.; Frost, C. G. Tetrahedron Lett. 2010, 51, 3913.
doi: 10.1016/j.tetlet.2010.05.104
Brotherton, W. S.; Michaels, H. A.; Simmons, J. T.; Clark, R. J.; Dalal, N. S.; Zhu, L. Org. Lett. 2009, 11, 4954.
doi: 10.1021/ol9021113
Hein, J. E.; Fokin, V. V. Chem. Soc. Rev. 2010, 39, 1302.
doi: 10.1039/b904091a
Zhu, L.; Lynch, V. M.; Ansly, E. V. Tetrahedron 2004, 60, 7267.
doi: 10.1016/j.tet.2004.06.079
Zhang, H.; Tanimoto, H.; Morimoto, T.; Nishiyama, Y.; Kakiuchi, K. Tetrahedron 2014, 70, 9828.
doi: 10.1016/j.tet.2014.10.076
Ramesh, C.; Banerjee, J.; Pal, R.; Das, B. Adv. Synth. Catal. 2003, 345, 557.
doi: 10.1002/adsc.200303022
Sheng, S. R.; Wang, Q. Y.; Ding, Y.; Liu, X. L.; Cai, M. Z. Catal Lett. 2009, 128, 418.
doi: 10.1007/s10562-008-9767-z
Reddi, M. N. K.; Satheesh, K. B.; Anil, K. M.; Arulselvan, P.; Ibrahim, K. S.; Lasekan, O. Molecules 2012, 17, 7543.
doi: 10.3390/molecules17067543
Ramesh, C.; Banerjee, J.; Pal, R.; Das, B. ChemInform 2010, 345, 557.
Dabbawala, A. A.; Sudheesh, N.; Bajaj, H. C. Dalton. Trans. 2012, 41, 2910.
doi: 10.1039/c2dt11924b
Datta, K. K. R.; Srinivasan, B.; Balaram, H.; Eswaramoorthy, M. J Chem. Sci. 2008, 120, 579.
doi: 10.1007/s12039-008-0088-y
Nie, R.; Sang, R.; Ma, X.; Zheng, Y.; Cheng, X.; Li, W.; Wu, Y. J. Catal. 2016, 344, 286.
doi: 10.1016/j.jcat.2016.09.022
Yao, Z.; Hong, S.; Zhang, W.; Liu, M.; Deng, W. Tetrahedron Lett. 2016, 57, 910.
doi: 10.1016/j.tetlet.2016.01.049
Zhang, P.; Meijide, S. J.; Driant, T.; Derat, E.; Zhang, Y.; Ménand, M. Angew. Chem. 2017, 129, 10961.
doi: 10.1002/ange.201705303
(a) Kaboudin, B.; Abedi, Y.; Yokomatsu, T. Eur. J. Org. Chem. 2011, 6656.
(b) Kaboudin, B.; Abedi, Y.; Yokomatsu, T. Org. Biomol. Chem. 2012, 10, 4543.
Kaboudin, B.; Mostafalu, R.; Yokomatsu, T. ChemInform 2013, 44, 2262.
Perez, A. L.; Moseguer, J. O.; Marques, P. R.; Corma, A. Angew. Chem., Int. Ed. 2013, 125, 11768.
doi: 10.1002/ange.201303188
Hoffmann, I.; Blumenröder, B.; Thumann, S. O. N.; Dommer, S.; Schatz, J. Green Chem. 2015, 17, 3844.
doi: 10.1039/C5GC00794A
Saito, N.; Taniguchi, T.; Hoshiya, N.; Shuto, S.; Arisawa, M.; Sato, Y. Green Chem. 2015, 17, 2358.
doi: 10.1039/C4GC02469A
(a) Zhong, R.; Pöthig, A.; Feng, Y.; Riener, K.; Herrmann, W. A.; Kühn, F. E. Green Chem. 2014, 16, 4955.
(b) Billingsley, K.; Buchwald, S. L. J. Am. Chem. Soc. 2007, 38, 3358.
(c) Old, D. W.; Wolfe, J. P.; Buchwald, S. L. J. Am. Chem. Soc. 1999, 30, 4369.
(d) Martin R.; Buchwald, S. L. Acc. Chem. Res. 2008, 41, 1461.
(e) Vellakkaran, M.; Andappan, M. M. S.; Kommu, N. Green Chem. 2014, 16, 2788.
Raihana, I. K.; Kasi, P. Green Chem. 2016, 18, 4791.
doi: 10.1039/C6GC90091G
Qi, M.; Tan, P. Z. Xue, F.; Malhi, H. S.; Zhang, Z. X.; Young, D. J. Rsc. Adv. 2014, 5, 3590.
Zhou, X.; Guo, X.; Jian, F.; Wei, G. ACS Omega 2018, 3, 4418.
doi: 10.1021/acsomega.8b00469
Guo, Y.; Li, J.; Zhao, F.; Lan, G.; Li, L.; Liu, Y.; Yang, R. RSC Adv. 2016, 6, 7950.
doi: 10.1039/C5RA23271F
Imran, K. R.; Pitchumani, K. ACS Sustainable Chem. Eng, 2018.
Poulos, T. L. Chem. Rev. 2014, 114, 3919.
doi: 10.1021/cr400415k
Sreenilayam, G.; Fasan, R. Chem. Commun. 2015, 51, 1532.
doi: 10.1039/C4CC08753D
Xu, X.; Li, C.; Tao, Z.; Pan, Y. Adv. Synth. Catal. 2015, 357, 3341.
doi: 10.1002/adsc.201500418
Wang, M. L.; Fang, G. D; Liu, P. Appl. Catal., B 2016, 188, 113.
doi: 10.1016/j.apcatb.2016.01.071
Guo, Y.; Guo, S.; Ren, J.; Zhai, Y.; Dong, S.; Wang, E. ACS Nano. 2010, 4, 4001.
doi: 10.1021/nn100939n
Sharavath, V.; Sarkar, S.; Gandla, D.; Ghosh, S. Electrochim. Acta 2016, 210, 385.
doi: 10.1016/j.electacta.2016.05.177
Mohamed, M. A.; Shukla, A.; Sandhya, K. Y. Environ. Prog. Sustainable 2016, 35, 1283.
doi: 10.1002/ep.v35.5
Subramanian, R.; Ponnusamy, V. J. Mater. Sci.: Mater. Electron. 2016, 28, 1.
Sun, N.; Wang, T.; Liu, C. Wood. Sci. Tenol. 2016, 50, 1.
doi: 10.1007/s00226-015-0797-6
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