Recent Advances in Novel Macrocyclic Arenes
- Corresponding author: Chen Chuanfeng, cchen@iccas.ac.cn
Citation:
Li Jing, Han Ying, Chen Chuanfeng. Recent Advances in Novel Macrocyclic Arenes[J]. Chinese Journal of Organic Chemistry,
;2020, 40(11): 3714-3737.
doi:
10.6023/cjoc202005007
Gutsche, C. D. Calixarenes Revisited, Royal Society of Chemistry, Cambridge, 1998.
Sliwa, W.; Kozlowski, C. Calixarenes and Resorcinarenes: Synthesis, Properties and Applications, Wiley-VCH, Weinheim, Germany, 2009.
Neri, P.; Sessler, J. L.; Wang, M.-X. Calixarenes and Beyond. Springer, Switzerland, 2016.
Ogoshi, T.; Kanai, S.; Fujinami, S.; Yamagishi, T.-A.; Nakamoto, Y. J. Am. Chem. Soc. 2008, 130, 5022.
doi: 10.1021/ja711260m
Ogoshi, T. Pillararenes, The Royal Society of Chemistry, Croydon, UK, 2016.
Chen, C.-F.; Han, Y. Acc. Chem. Res. 2018, 51, 2093.
doi: 10.1021/acs.accounts.8b00268
Schneebeli, S. T.; Cheng, C.; Hartlieb, K. J.; Strutt, N. L.; Sarjeant, A. A.; Stern, C. L.; Stoddart, J. F. Chem.-Eur. J. 2013, 19, 3860.
doi: 10.1002/chem.201204097
Wang, J.-H.; Feng, H.-T.; Zheng, Y. S. Chem. Commun. 2014, 50, 11407.
doi: 10.1039/C4CC05189K
Han, B.; Zhu, L.; Wang, X.; Bai, M.; Jiang, J. Chem. Commun. 2018, 54, 837.
doi: 10.1039/C7CC08561C
Gao, B.; Tan, L.-L.; Song, N.; Li, K.; Yang, Y.-W. Chem. Commun. 2016, 52, 5804.
doi: 10.1039/C6CC01892K
Wu, J.-R.; Wang, C.-Y.; Tao, Y.-C.; Wang, Y.; Li, C.; Yang, Y.-W. Eur. J. Org. Chem. 2018, 1321.
Dai, D.; Li, Z.; Yang, J.; Wang, C.; Wu, J.-R.; Wang, Y.; Zhang, D.; Yang, Y.-W. J. Am. Chem. Soc. 2019, 141, 4756.
doi: 10.1021/jacs.9b01546
Boinski, T.; Cieszkowski, A.; Rosa, B.; Szumna, A. J. Org. Chem. 2015, 80, 3488.
doi: 10.1021/acs.joc.5b00099
Hua, B.; Shao, L.; Zhou, J.; Yu, G. New J. Chem. 2016, 40, 4756.
doi: 10.1039/C5NJ03616J
Zafrani, Y.; Cohen, Y. Org. Lett. 2017, 19, 3719.
doi: 10.1021/acs.orglett.7b01511
Wu, J.-R.; Mu, A. U.; Li, B.; Wang, C.-Y.; Fang, L.; Yang, Y.-W. Angew. Chem., Int. Ed. 2018, 57, 9853.
doi: 10.1002/anie.201805980
Wang, X.; Wu, J.-R.; Liang, F.; Yang, Y.-W. Org. Lett. 2019, 21, 5215.
doi: 10.1021/acs.orglett.9b01827
Li, X.; Han, J.; Qin, J.; Sun, M.; Wu, J.; Lei, L.; Li, J.; Fang, L.; Yang, Y.-W. Chem. Commun. 2019, 55, 14099.
doi: 10.1039/C9CC07115F
Wu, J.-R.; Li, B.; Yang, Y.-W. Angew. Chem., Int. Ed. 2020, 59, 2251.
doi: 10.1002/anie.201911965
Liu, Z.; Wu, J.; Wang, C.; Yang, J.; Wang, Y.; Yang, Y.-W. Chin. Chem. Lett. 2019, 30, 2299.
doi: 10.1016/j.cclet.2019.10.023
Wu, J.-R.; Yang, Y.-W. J. Am. Chem. Soc. 2019, 141, 12280.
doi: 10.1021/jacs.9b03559
Lei, S.-N.; Xiao, H.; Zeng, Y.; Tung, C.-H.; Wu, L.-Z.; Cong, H. Angew. Chem., Int. Ed. 2020, 59, 10059.
doi: 10.1002/anie.201913340
Yang, W.; Samanta, K.; Wan, X.; Thikekar, T. U.; Chao, Y.; Li, S.; Du, K.; Xu, J.; Gao, Y.; Zuilhof, H.; Sue, A. C.-H. Angew. Chem., Int. Ed. 2020, 59, 3994.
doi: 10.1002/anie.201913055
Chen, C.-F.; Ma, Y.-X. Iptycene Chemistry: From Synthesis to Applications, Springer-Verlag, Berlin Heidelberg, 2013.
Han, Y.; Meng, Z.; Ma, Y.-X.; Chen, C.-F. Acc. Chem. Res. 2014, 47, 2026.
doi: 10.1021/ar5000677
Tian, X.-H.; Hao, X.; Liang, T.-L.; Chen, C.-F. Chem. Commun. 2009, 6771.
Tian, X.-H.; Chen, C.-F. Chem.-Eur. J. 2010, 16, 8072.
doi: 10.1002/chem.201000517
Xia, Y.-X.; Xie, T.; Han, Y.; Chen, C.-F. Org. Chem. Front. 2014, 1, 140.
doi: 10.1039/c3qo00055a
Li, P.-F.; Chen, C.-F. Chem. Commun. 2011, 47, 12170.
doi: 10.1039/c1cc15895c
Tian, X.-H.; Chen, C.-F. Org. Lett. 2010, 12, 524.
doi: 10.1021/ol902758g
Xia, Y.-X.; Han, Y.; Chen, C.-F. Eur. J. Org. Chem. 2014, 1976.
Zhang, G.-W.; Li, P.-F.; Meng, Z.; Wang, H.-X.; Han, Y.; Chen, C.-F. Angew. Chem., Int. Ed. 2016, 55, 5304.
doi: 10.1002/anie.201600911
Wang, J.-Q.; Li, J.; Zhang, G.-W.; Chen, C.-F. J. Org. Chem. 2018, 83, 11532.
doi: 10.1021/acs.joc.8b01437
Zhang, G.-W.; Li, P.-F.; Wang, H.-X.; Han, Y.; Chen, C.-F. Chem.- Eur. J. 2017, 23, 3735.
doi: 10.1002/chem.201605394
Zhang, G.-W.; Shi Q.; Chen, C.-F. Chem. Commun. 2017, 53, 2582.
doi: 10.1039/C7CC00600D
Shi, Q.; Han, Y.; Chen, C.-F. Chem.-Asian J. 2017, 12, 2576.
doi: 10.1002/asia.201700857
Shi, Q.; Chen C.-F. Org. Lett. 2017, 19, 3175.
doi: 10.1021/acs.orglett.7b01296
Li, J.; Shi, Q.; Han, Y.; Chen, C.-F. Beilstein J. Org. Chem. 2019, 15, 1795.
doi: 10.3762/bjoc.15.173
Zhang, G.-W.; Han, Y.-C.; Han, Y.; Wang, Y.-L.; Chen, C.-F. Chem. Commun. 2017, 53, 10433.
doi: 10.1039/C7CC05489K
Yang, X.; Mao, W.; Liu, Y.; Li, L.; Ma, D. Chin. J. Chem. 2019, 37, 575.
doi: 10.1002/cjoc.201900093
Guo, Y.; Han, Y.; Chen, C.-F. Front. Chem. 2019, 7, 543.
doi: 10.3389/fchem.2019.00543
Shi, Q.; Meng, Z.; Xiang, J.-F.; Chen, C.-F. Chem. Commun. 2018, 54, 3536.
doi: 10.1039/C8CC01570H
Zhou, H.-Y.; Han, Y.; Shi, Q.; Chen, C.-F. Eur. J. Org. Chem. 2019, 3406.
Zhou, H.-Y.; Han, Y.; Shi, Q.; Chen, C.-F. J. Org. Chem. 2019, 84, 5872.
doi: 10.1021/acs.joc.9b00229
Shi, Q.; Chen, C.-F. Chem. Sci. 2019, 10, 2529.
doi: 10.1039/C8SC05469J
Chen, H.; Fan, J.; Hu, X.; Ma, J.; Wang, S.; Li, J.; Yu, Y.; Jia, X.; Li, C. Chem. Sci. 2015, 6, 197.
doi: 10.1039/C4SC02422B
Zhou, J.; Yu, G.; Shao, L.; Hua, B.; Huang, F. Chem. Commun. 2015, 51, 4188.
doi: 10.1039/C5CC00225G
Ma, J.; Deng, H.; Ma, S.; Li, J.; Jia, X.; Li, C. Chem. Commun. 2015, 51, 6621.
doi: 10.1039/C5CC01470K
Zhou, J.; Yang, J.; Zhang, Z.; Yu, G. RSC Adv. 2016, 6, 77179.
doi: 10.1039/C6RA18691B
Ma, S.; Chen, H.; Li, J.; Jia, X.; Li, C. Chem. Asian J. 2016, 11, 3449.
doi: 10.1002/asia.201601373
Ma, J.; Meng, Q.; Hu, X.; Li, B.; Ma, S.; Hu, B.; Li, J.; Jia, X.; Li, C. Org. Lett. 2016, 18, 5740.
doi: 10.1021/acs.orglett.6b03005
Dai, L.; Ding, Z.-J.; Cui, L.; Li, J.; Jia, X.; Li, C. Chem. Commun. 2017, 53, 12096.
doi: 10.1039/C7CC06767D
Huang, X.; Zhang, X.; Qian, T.; Ma, J.; Cui, L.; Li, C. Beilstein J. Org. Chem. 2018, 14, 2236.
doi: 10.3762/bjoc.14.198
Wang, Y.; Xu, K.; Li, B.; Cui, L.; Li, J.; Jia, X.; Zhao, H.; Fang, J.; Li, C. Angew. Chem., Int. Ed. 2019, 58, 10281.
doi: 10.1002/anie.201905563
Li, B.; Wang, B.; Huang, X.; Dai, L.; Cui, L.; Li, J.; Jia, X.; Li, C. Angew. Chem., Int. Ed. 2019, 58, 3885.
doi: 10.1002/anie.201813972
Xu, K.; Zhang, Z.-Y.; Yu, C.; Wang, B.; Dong, M.; Zeng, X.; Gou, R.; Cui, L.; Li, C. Angew. Chem., Int. Ed. 2020, 59, 7214.
doi: 10.1002/anie.202000909
Zhou, J.; Yang, J.; Hua, B.; Shao, L.; Zhang, Z.; Yu, G. Chem. Commun. 2016, 52, 1622.
doi: 10.1039/C5CC09088A
Zhou, J.; Yu, G.; Li, Q.; Wang, M.; Huang, F. J. Am. Chem. Soc. 2020, 142, 2228.
doi: 10.1021/jacs.9b13548
Yang, P.; Jian, Y.; Zhou, X.; Li, G.; Deng, T.; Shen, H.; Yang, Z.; Tian, Z. J. Org. Chem. 2016, 81, 2974.
doi: 10.1021/acs.joc.6b00252
Li, G.; Zhao, L.; Yang, P.; Yang, Z.; Tian, Z.; Chen, Y.; Shen, H.; Hu, C. Anal. Chem. 2016, 88, 10751.
doi: 10.1021/acs.analchem.6b03398
Zhou, X.; Li, G.; Yang, P.; Zhao, L.; Deng, T.; Shen, H.; Yang, Z.; Tian, Z.; Chen, Y. Sens. Actuators B 2017, 242, 56.
doi: 10.1016/j.snb.2016.10.130
Li, G.; Song, X.; Yu, H.; Hu, C.; Liu, M.; Cai, J.; Zhao, L.; Chen, Y.; Yang, P. Sens. Actuators B 2018, 259, 177.
doi: 10.1016/j.snb.2017.12.033
Yang, Z.; Chen, Y.; Li, G.; Tian, Z.; Zhao, L.; Wu, X.; Ma, Q.; Liu, M.; Yang, P. Chem.-Eur. J. 2018, 24, 6087.
doi: 10.1002/chem.201705564
Boinski, T.; Cieszkowski, A.; Rosa, B.; Lesniewska, B.; Szumna, A. New J. Chem. 2016, 40, 8892.
doi: 10.1039/C6NJ01736C
Sala, P. D.; Regno, R. D.; Talotta, C.; Capobianco, A.; Hickey, N.; Geremia, S.; Rosa, M.D.; Spinella, A.; Soriente, A.; Neri, P.; Gaeta, C. J. Am. Chem. Soc. 2020, 142, 1752.
doi: 10.1021/jacs.9b12216
Boinski, T.; Szumna, A. New J. Chem. 2017, 41, 3387.
doi: 10.1039/C7NJ00039A
Han, X.-N.; Han, Y.; Chen, C.-F. J. Am. Chem. Soc. 2020, 142, 8262.
doi: 10.1021/jacs.0c00624
Jiarui Wu , Gengxin Wu , Yan Wang , Yingwei Yang . Crystal Engineering Based on Leaning Towerarenes. University Chemistry, 2024, 39(3): 58-62. doi: 10.3866/PKU.DXHX202304014
Cen Zhou , Biqiong Hong , Yiting Chen . Application of Electrochemical Techniques in Supramolecular Chemistry. University Chemistry, 2025, 40(3): 308-317. doi: 10.12461/PKU.DXHX202406086
Wenjie SHI , Fan LU , Mengwei CHEN , Jin WANG , Yingfeng HAN . Synthesis and host-guest properties of imidazolium-functionalized zirconium metal-organic cage. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 105-113. doi: 10.11862/CJIC.20240360
Ling Zhang , Jing Kang . Turn Waste into Valuable: Preparation of High-Strength Water-Based Adhesives from Polymethylmethacrylate Wastes: a Comprehensive Chemical Experiments. University Chemistry, 2024, 39(2): 221-226. doi: 10.3866/PKU.DXHX202306075
Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
Hong CAI , Jiewen WU , Jingyun LI , Lixian CHEN , Siqi XIAO , Dan LI . Synthesis of a zinc-cobalt bimetallic adenine metal-organic framework for the recognition of sulfur-containing amino acids. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 114-122. doi: 10.11862/CJIC.20240382
Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278
Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
Jiaming Xu , Yu Xiang , Weisheng Lin , Zhiwei Miao . Research Progress in the Synthesis of Cyclic Organic Compounds Using Bimetallic Relay Catalytic Strategies. University Chemistry, 2024, 39(3): 239-257. doi: 10.3866/PKU.DXHX202309093
Ruoxi Sun , Yiqian Xu , Shaoru Rong , Chunmiao Han , Hui Xu . The Enchanting Collision of Light and Time Magic: Exploring the Footprints of Long Afterglow Lifetime. University Chemistry, 2024, 39(5): 90-97. doi: 10.3866/PKU.DXHX202310001
Shihui Shi , Haoyu Li , Shaojie Han , Yifan Yao , Siqi Liu . Regioselectively Synthesis of Halogenated Arenes via Self-Assembly and Synergistic Catalysis Strategy. University Chemistry, 2024, 39(5): 336-344. doi: 10.3866/PKU.DXHX202312002
Zhiwen HUANG , Qi LIU , Jianping LANG . W/Cu/S cluster-based supramolecular macrocycles and their third-order nonlinear optical responses. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 79-87. doi: 10.11862/CJIC.20240184
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
Jia Yao , Xiaogang Peng . Theory of Macroscopic Molecular Systems: Theoretical Framework of the Physical Chemistry Course in the Chemistry “101 Plan”. University Chemistry, 2024, 39(10): 27-37. doi: 10.12461/PKU.DXHX202408117
Rui Li , Jiayu Zhang , Anyang Li . Two Levels of Understanding of Chemical Bonds: a Case of the Bonding Model of Hypervalent Molecules. University Chemistry, 2024, 39(2): 392-398. doi: 10.3866/PKU.DXHX202308051
Wenjian Zhang , Mengxin Fan , Wenwen Fei , Wei Bai . Cultivation of Critical Thinking Ability: Based on RAFT Polymerization-Induced Self-Assembly. University Chemistry, 2025, 40(4): 108-112. doi: 10.12461/PKU.DXHX202406099
Xiaofei NIU , Ke WANG , Fengyan SONG , Shuyan YU . Self-assembly of [Pd6(L)4]8+-type macrocyclic complexes for fluorescent sensing of HSO3-. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1233-1242. doi: 10.11862/CJIC.20240057
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
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
Tingyu Zhu , Hui Zhang , Wenwei Zhang . Exploration and Practice of Ideological and Political Education in the Course of Experiments on Chemical Functional Molecules: Synthesis and Catalytic Performance Study of Chiral Mn(III)Cl-Salen Complex. University Chemistry, 2024, 39(4): 75-80. doi: 10.3866/PKU.DXHX202311011