The dynamic covalent reaction based on diselenide-containing crown ether irradiated by visible light
-
* Corresponding authors.
E-mail addresses: ge@nwpu.edu.cn (Y. Ge), qi@nwpu.edu.cn (Z. Qi).
Citation: Jie Shang, Hanlin Gong, Qian Zhang, Zhiliyu Cui, Shuangran Li, Ping Lv, Tiezheng Pan, Yan Ge, Zhenhui Qi. The dynamic covalent reaction based on diselenide-containing crown ether irradiated by visible light[J]. Chinese Chemical Letters, ;2021, 32(6): 2005-2008. doi: 10.1016/j.cclet.2020.11.043
(a) S. Ji, W. Cao, Y. Yu, H. Xu, Angew. Chem. Int. Ed. 53 (2014) 6781-6785;
(b) P.T. Corbett, J. Leclaire, L. Vial, et al., Chem. Rev. 106 (2006) 3652-3711;
(c) M.E. Belowich, J.F. Stoddart, Chem. Soc. Rev. 41 (2012) 2003-2024;
(d) M. Mondal, N. Radeva, H. Köster, et al., Angew. Chem. Int. Ed. 53 (2014) 3259-3263.
(a) J.M.A. Carnall, C.A. Waudby, A.M. Belenguer, et al., Science 327 (2010) 1502-1506;
(b) B. Liu, C.G. Pappas, E. Zangrando, et al., J. Am. Chem. Soc. 141 (2019) 1685-1689;
(c) S. Ji, H.E. Mard, M. Smet, W. Dehaen, H. Xu, Sci. China Chem. 60 (2017) 1191-1196.
(a) K. Acharyya, P.S. Mukherjee, Angew. Chem. Int. Ed. 58 (2019) 8640-8653;
(b) Y. Jin, C. Yu, R.J. Denman, W. Zhang, Chem. Soc. Rev. 42 (2013) 6634-6654;
(c) M.E. Briggs, A.G. Slater, N. Lunt, et al., Chem. Commun. 51 (2015) 17390-17393.
(a) R.C. Boutelle, B.H. Northrop, J. Org. Chem. 76 (2011) 7994-8002;
(b) X. Zheng, Y. Zhang, G. Wu, et al., Chem. Commun. 54 (2018) 3138-3141.
(a) F. Fan, S. Ji, C. Sun, et al., Angew. Chem. Int. Ed. 57 (2018) 16426-16430;
(b) J. Li, J.M.A. Carnall, M.C.A. Stuart, S. Otto, Angew. Chem. Int. Ed. 50 (2011) 8384-8386;
(c) B. Rasmussen, A. Sørensen, H. Gotfredsena, M. Pittelkow, Chem. Commun. 50 (2014) 3716-3718.
(a) Y. Yi, H. Xu, L. Wang, W. Cao, X. Zhang, Chem. Eur. J. 19 (2013) 9506-9510;
(b) A. Sanchez-Sanchez, D.A. Fulton, J.A. Pomposo, Chem. Commun. 50 (2014) 1871-1874.
(a) S. Otto, R.L.E. Furlan, J.K.M. Sanders, Science 297 (2002) 590-593;
(b) S. Ito, H. Takata, K. Ono, N. Iwasawa, Angew. Chem. Int. Ed. 52 (2013) 11045-11048;
(c) A. Galán, E.C. Esudero-Adán, P. Ballester, Chem. Sci. 8 (2017) 7746-7750;
(d) H. Löw, E. Mena-Osteritz, M. von Delius, Chem. Commun. 55 (2019) 11434-11437.
(a) M.J. Hansen, W.A. Velema, M.M. Lerch, W. Szymanski, B.L. Feringa, Chem. Soc. Rev. 44 (2015) 3358-3377;
(b) M. Kathan, S. Hecht, Chem. Soc. Rev. 46 (2017) 5536-5550;
(c) H. Frisch, D.E. Marschner, A.S. Goldmann, C. Barner-Kowollik, Angew. Chem. Int. Ed. 57 (2018) 2036-2045;
(d) M. Herder, J.M. Lehn, J. Am. Chem. Soc. 140 (2018) 7647-7657;
(e) H. Wu, Y. Chen, L. Zhang, et al., J. Am. Chem. Soc. 141 (2019) 1280-1289;
(f) Y. Zhou, H.Y. Zhang, Z.Y. Zhang, Y. Liu, J. Am. Chem. Soc. 139 (2017) 7168-7171;
(g) H.J. Wang, H.Y. Zhang, H. Wu, et al., Chem. Commun. 55 (2019) 4499-4502;
(h) H.G. Fu, H.Y. Zhang, H.Y. Zhag, Y. Liu, Chem. Commun. 55 (2019) 13462-13465.
(a) N.K. Kildahl, J. Chem. Educ. 72 (1995) 423-424;
(b) J. Beld, K.J. Woycechowsky, D. Hilvert, Biochemistry 46 (2007) 5382-5390;
(c) J. Beld, K.J. Woycechowsky, D. Hilvert, J. Biotechnol. 150 (2010) 481-489.
(a) P. Zhao, J. Xia, M. Cao, H. Xu, ACS Macro. Lett. 9 (2020) 163-168;
(b) S. Ji, W. Cao, Y. Yu, H. Xu, Adv. Mater. 27 (2015) 7740-7745.
(a) C.J. Pedersen, J. Am. Chem. Soc. 89 (1967) 2495-2496;
(b) Z. Liu, S.K.M. Nalluri, J.F. Stoddart, Chem. Soc. Rev. 46 (2017) 2459-2478;
(c) Q. He, G.I. Vargas-Zúñiga, S.H. Kim, S.K. Kim, J.L. Sessler, Chem. Rev. 119 (2019) 9753-9835;
(d) X. Yan, D. Xu, X. Chi, et al., Adv. Mater. 24 (2012) 362-369;
(e) F. Wang, C. Han, C. He, et al., J. Am. Chem. Soc. 130 (2008) 11254-11255.
(a) J. Murray, K. Kim, T. Ogoshi, W. Yao, B.C. Gibb, Chem. Soc. Rev. 46 (2017) 2479-2496;
(b) S.J. Barrow, S. Kasera, M.J. Rowland, J. del Barrio, O.A. Scherman, Chem. Rev. 115 (2015) 12320-12406.
(a) R. Kumar, A. Sharma, H. Singh, et al., Chem. Rev. 119 (2019) 9657-9721;
(b) D.S. Guo, Y. Liu, Chem. Soc. Rev. 41 (2012) 5907-5921.
(a) H.Y. Zhou, Q.S. Zong, Y. Han, C.F. Chen, Chem. Commun. 56 (2020) 9916-9936;
(b) X. Wang, F. Jia, L.P. Yang, H. Zhou, W. Jiang, Chem. Soc. Rev. 49 (2020) 4176-4188.
(a) K. Wada, T. Kakuta, T.A. Yamagishi, T. Ogoshi, Chem. Commun. 56 (2020) 4344-4347;
(b) H. Zhang, Z. Liu, Y. Zhao, Chem. Soc. Rev. 47 (2018) 5491-5528;
(c) T. Ogoshi, T.A. Yamagishi, Y. Nakamoto, Chem. Rev. 116 (2016) 7937-8002.
(a) S. Peng, Q. He, G.I. Vargas-ZúñIGA, et al., Chem. Soc. Rev. 49 (2020) 865-907;
(b) D.H. Qu, Q.C. Wang, Q.W. Zhang, X. Mang, H. Tian, Chem. Rev. 115 (2015) 7543-7588.
(a) Y. Wu, M. Frasconi, W.G. Liu, et al., J. Am. Chem. Soc. 142 (2020) 11835-11846;
(b) S. Erbas-Cakmak, D.A. Leigh, C.T. McTernan, A.L. Nussbaumer, Chem. Rev. 115 (2015) 10081-10206;
(c) N.H. Evans, P.D. Beer, Chem. Soc. Rev. 43 (2014) 4658-4683;
(d) S. Saha, J.F. Stoddart, Chem. Soc. Rev. 36 (2007) 77-92.
(a) D. Xia, P. Wang, X. Ji, N, et al., Chem. Rev. 120 (2020) 6070-6123;
(b) G. Yu, K. Jie, F. Huang, Chem. Rev. 115 (2015) 7240-7303.
(a) H. Zheng, H. Ye, X. Yu, L. You, J. Am. Chem. Soc. 114 (2019) 8825-8833;
(b) A. Chao, I. Negulescu, D. Zhang, Macromolecules 49 (2016) 6277-6284.
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
Lei Shen , Yang Zhang , Linlin Zhang , Chuanwang Liu , Zhixian Ma , Kangjiang Liang , Chengfeng Xia . Phenylhydrazone anions excitation for the photochemical carbonylation of aryl iodides with aldehydes. Chinese Chemical Letters, 2024, 35(4): 108742-. doi: 10.1016/j.cclet.2023.108742
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
Xuhui Fan , Fan Wang , Mengjiao Li , Faiza Meharban , Yaying Li , Yuanyuan Cui , Xiaopeng Li , Jingsan Xu , Qi Xiao , Wei Luo . Visible light excitation on CuPd/TiN with enhanced chemisorption for catalyzing Heck reaction. Chinese Chemical Letters, 2025, 36(1): 110299-. doi: 10.1016/j.cclet.2024.110299
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
Fangzhou Wang , Wentong Gao , Chenghui Li . A weak but inert hindered urethane bond for high-performance dynamic polyurethane polymers. Chinese Chemical Letters, 2024, 35(5): 109305-. doi: 10.1016/j.cclet.2023.109305
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
Jianye Kang , Xinyu Yang , Xuhao Yang , Jiahui Sun , Yuhang Liu , Shutao Wang , Wenlong Song . Carbon dots-enhanced pH-responsive lubricating hydrogel based on reversible dynamic covalent bondings. Chinese Chemical Letters, 2024, 35(5): 109297-. doi: 10.1016/j.cclet.2023.109297
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
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
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
Xin Wang , Changzhao Chen , Qishen Wang , Kai Dai . Graphene quantum dot modified Bi2MoO6 nanoflower for efficient degradation of BPA under visible light. Chinese Journal of Structural Chemistry, 2024, 43(12): 100473-100473. doi: 10.1016/j.cjsc.2024.100473
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
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
Xiao-Ming Chen , Lianhui Song , Jun Pan , Fei Zeng , Yi Xie , Wei Wei , Dong Yi . Visible-light-induced four-component difunctionalization of alkenes to construct phosphorodithioate-containing quinoxalin-2(1H)-ones. Chinese Chemical Letters, 2024, 35(11): 110112-. doi: 10.1016/j.cclet.2024.110112
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
Xuanyu Wang , Zhao Gao , Wei Tian . Supramolecular confinement effect enabling light-harvesting system for photocatalytic α-oxyamination reaction. Chinese Chemical Letters, 2024, 35(11): 109757-. doi: 10.1016/j.cclet.2024.109757
Quanyou Guo , Yue Yang , Tingting Hu , Hongqi Chu , Lijun Liao , Xuepeng Wang , Zhenzi Li , Liping Guo , Wei Zhou . Regulating local electron transfer environment of covalent triazine frameworks through F, N co-modification towards optimized oxygen reduction reaction. Chinese Chemical Letters, 2025, 36(1): 110235-. doi: 10.1016/j.cclet.2024.110235
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
Qinghong Zhang , Qiao Zhao , Xiaodi Wu , Li Wang , Kairui Shen , Yuchen Hua , Cheng Gao , Yu Zhang , Mei Peng , Kai Zhao . Visible-light-induced ring-opening cross-coupling of cycloalcohols with vinylazaarenes and enones via β-C-C scission enabled by proton-coupled electron transfer. Chinese Chemical Letters, 2025, 36(2): 110167-. doi: 10.1016/j.cclet.2024.110167