Recent Advances of Covalent Organic Frameworks for Chiral Separation

doi:10.1007/s40242-022-1490-6

高等学校化学研究 ›› 2022, Vol. 38 ›› Issue (2): 350-355.doi: 10.1007/s40242-022-1490-6

Recent Advances of Covalent Organic Frameworks for Chiral Separation

HOU Bang, LI Ziping, KANG Xing, JIANG Hong, CUI Yong

School of Chemistry and Chemical Engineering, Frontiers Science Center for Transformative Molecules and State Key Laboratory of Metal Matrix Composites, Shanghai Jiao Tong University, Shanghai 200240, P. R. China

收稿日期:2021-12-09 修回日期:2022-01-11 出版日期:2022-04-01 发布日期:2022-01-07
通讯作者: CUI Yong E-mail:yongcui@sjtu.edu.cn
基金资助:
This work was supported by the National Natural Science Foundation of China (Nos.21620102001, 91856204, 91956124, 21875136), the Key Project of Basic Research of Shanghai, China(No.19JC1412600), the Shanghai Rising-Star Program, China(No.19QA1404300), and the China Postdoctoral Science Foundation(No.2021M692055).

Recent Advances of Covalent Organic Frameworks for Chiral Separation

HOU Bang, LI Ziping, KANG Xing, JIANG Hong, CUI Yong

School of Chemistry and Chemical Engineering, Frontiers Science Center for Transformative Molecules and State Key Laboratory of Metal Matrix Composites, Shanghai Jiao Tong University, Shanghai 200240, P. R. China

Received:2021-12-09 Revised:2022-01-11 Online:2022-04-01 Published:2022-01-07
Contact: CUI Yong E-mail:yongcui@sjtu.edu.cn
Supported by:
This work was supported by the National Natural Science Foundation of China (Nos.21620102001, 91856204, 91956124, 21875136), the Key Project of Basic Research of Shanghai, China(No.19JC1412600), the Shanghai Rising-Star Program, China(No.19QA1404300), and the China Postdoctoral Science Foundation(No.2021M692055).

摘要/Abstract

摘要： Covalent organic frameworks(COFs), orderly assembled from the building blocks via covalent bonds, are a novel type of porous materials with rich functional sites and permanent porosity. At present, most of COFs are achiral networks, nevertheless, chiral COFs(CCOFs) have become a research hotspot in recent years, due to their unique chiral sites and microenvironment. As one of the most important applications of CCOFs, chiral separation has attracted huge attention for the convenient, rapid and efficient feature. In this review, recent progresses of covalent organic frameworks for chiral separation are covered. And we also present the challenges and outlooks of CCOFs in the future for this field.

关键词: Covalent organic framework, Chirality, Separation

Abstract: Covalent organic frameworks(COFs), orderly assembled from the building blocks via covalent bonds, are a novel type of porous materials with rich functional sites and permanent porosity. At present, most of COFs are achiral networks, nevertheless, chiral COFs(CCOFs) have become a research hotspot in recent years, due to their unique chiral sites and microenvironment. As one of the most important applications of CCOFs, chiral separation has attracted huge attention for the convenient, rapid and efficient feature. In this review, recent progresses of covalent organic frameworks for chiral separation are covered. And we also present the challenges and outlooks of CCOFs in the future for this field.

Key words: Covalent organic framework, Chirality, Separation

HOU Bang, LI Ziping, KANG Xing, JIANG Hong, CUI Yong. Recent Advances of Covalent Organic Frameworks for Chiral Separation[J]. 高等学校化学研究, 2022, 38(2): 350-355.

HOU Bang, LI Ziping, KANG Xing, JIANG Hong, CUI Yong. Recent Advances of Covalent Organic Frameworks for Chiral Separation[J]. Chemical Research in Chinese Universities, 2022, 38(2): 350-355.

参考文献

[1] Weinberg S., Phys. Rev., 1968, 166, 1568.
[2] Glavin D. P., Burton A. S., Elsila J. E., Aponte J. C., Dworkin J. P.,Chem. Rev., 2019, 120, 4660.
[3] Ma W., Xu L., Moura A. F., Wu X., Kuang H., Xu C., Kotov N. A.,Chem. Rev., 2017, 117, 8041.
[4] Avnir D., Huylebrouck D., Nexus Netw. J., 2013, 15, 171.
[5] Brooks W. H., Guida W. C., Daniel K. G., Curr. Top. Med. Chem., 2011, 11, 760 .
[6] Schurig V., Nowotny H. P., Angew. Chem. Int. Ed., 1990, 29, 939.
[7] Ilisz I., Berkecz R., Péter A.,J. Sep. Sci., 2006,29, 1305.
[8] Wu P., Wu Y., Zhang J. H., Lu Z. Y., Zhang M., Chen X. X., Yuan L. M., Chin. J. Chem., 2017, 35, 1037.
[9] Hyun M. H.,J. Chromatogra. A, 2016, 1467, 19.
[10] TIkai T., Okamoto Y., Chem. Rev., 2009, 109, 6077.
[11] Liu Y., Xuan W., Cui Y., Adv. Mater., 2010, 22, 4112.
[12] Peng Y., Gong T., Zhang K., Lin X., Liu Y., Jiang J., Cui Y., Nat. Commun., 2014, 5, 4406.
[13] Xie S. M., Zhang Z. J., Wang Z. Y., Yuan L. M., J. Am. Chem. Soc. 2011, 133, 11892.
[14] Padmanaban M., Müller P., Lieder C., Gedrich K., Grünker R., Bon V., Senkovska I., Baumgärtner S., Opelt S., Paasch S., Brunner E., Glorius F., Klemm E., Kaskel S., Chem. Commun., 2011, 47, 12089.
[15] Jiang H., Yang K., Zhao X., Zhang W., Liu Y., Jiang J., Cui Y., J. Am. Chem. Soc., 2021, 143, 390.
[16] Liu H., Chen Q., Chen T., Liu H., ACS Appl. Mater. Interfaces, 2019, 11, 37156.
[17] Dong J., Liu Y., Cui Y., Chem. Commun., 2014, 50, 14949.
[18] Rafiq M., Chen Z., Tang H., Hu Z., Zhang X., Xing Y., Li Y., Huang F., ACS Appl. Polym. Mater., 2020,2, 5414.
[19] Zhang J. H., Xie S. M., Yuan L. M., J. Sep. Sci., 2020, 43, 134.
[20] Xuan W., Zhang M., Liu Y., Chen Z., Cui Y., J. Am. Chem. Soc., 2012, 134, 6904.
[21] Zhang J. H., Xie S. M., Zi M., Yuan L. M., J. Sep. Sci., 2020, 43, 134.
[22] Diercks C. S., Yaghi O. M., Science, 2017, 355, eaal1585.
[23] Geng K., He T., Liu R., Dalapati S., Tan K., Li Z., Tao S., Gong Y., Jiang Q., Jiang D., Chem. Rev., 2020, 120, 8814.
[24] Segura J. L., Mancheño M. J., Zamora F., Chem. Soc. Rev., 2016, 45, 5635.
[25] Ding S. Y., Wang W.,Chem. Soc. Rev., 2013, 42, 548.
[26] Cui B., Lin G., Ding H., Gao C., Mal A., Wang C., Acc. Chem. Res., 2020, 53, 2225.
[27] Wang Z., Zhang S., Chen Y., Zhang Z., Ma S., Chem. Soc. Rev., 2020, 49, 708.
[28] Yuan Y., Li X., Zhu J., Zhang G., Puyvelde P. V., Bruggen B. V. D., Chem. Soc. Rev., 2019, 48, 2665.
[29] Feng X., Ding X., Jiang D., Chem. Soc. Rev., 2012, 41, 6010.
[30] Gao C., Li J., Yin S., Lin G., Ma T., Meng Y., Sun J., Wang C., Angew. Chem. Int. Ed., 2019, 58, 9770.
[31] Liu X., Huang D., Lai C., Zeng G., Qin L., Wang H., Yi H., Li B., Liu S., Zhang M., Deng R., Fu Y., Li L., Xue W., Chen S., Chem. Soc. Rev., 2019, 48, 5266.
[32] Wu X., Han X., Xu Q., Liu Y., Yuan C., Yang S., Liu Y., Jiang J., Cui Y., J. Am. Chem. Soc., 2019, 141, 7081.
[33] Guo L., Yang L., Li M., Kuang L., Song Y., Wang L., Coord. Chem. Rev., 2021, 440, 213957.
[34] Yusran Y., Fang Q., Valtchev V.,Adv. Mater., 2020, 32, 2002038.
[35] Guo Z. C., Shi Z. Q., Wang X. Y., Li Z. F., Li G., Coord. Chem. Rev., 2020, 422, 213465.
[36] Sahoo R., Mondal S., Pal S. C., Mukherjee D., Das B. C., Adv. Energy Mater., 2021, 11, 2102300.
[37] Li J., Jing X., li Q., Li S., Gao X., Feng X., Wang B., Chem. Soc. Rev., 2020, 49, 3565.
[38] Zhao X., Pachfule P., Thomas A., Chem. Soc. Rev., 2021, 50, 6871.
[39] Sun T., Xie J., Guo W., Li D. S., Zhang Q., Adv. Energy Mater., 2020, 10, 1904199.
[40] Dong J., Han X., Liu Y., Li H., Cui Y., Angew. Chem. Int. Ed., 2020, 59, 13722.
[41] Zhi Y., Wang Z., Zhang H. L., Zhang Q., Small, 2020, 16, 2001070.
[42] Li Z., Zhi Y., Shao P., Xia H., Li G., Feng X., Chen X., Shi Z., Liu X., Appl. Catal. B:Environ., 2019, 245, 334.
[43] Lin C. Y., Zhang D., Zhao Z., Xia Z., Adv. Mater., 2018, 30, 1703646.
[44] Xu H., Gao J., Jiang D.,Nat. Chem., 2015, 7, 905.
[45] Zhang S., Zheng Y., An H., Aguila B., Yang C. X., Dong Y., Xie W., Cheng P., Zhang Z., Chen Y., Ma S.,Angew. Chem. Int. Ed., 2018, 57, 16754.
[46] Yuan C., Wu X., Gao R., Han X., Liu Y., Long Y., Cui Y.,J. Am. Chem. Soc., 2019, 141, 20187.
[47] Xu H. S., Ding S. Y., An W. K., Wu H., Wang W.,J. Am. Chem. Soc.,2016, 138, 11489.
[48] Zhang J., Han X., Wu X., Liu Y., Cui Y., ACS Sustain. Chem. Eng., 2019, 7, 5065.
[49] Hou B., Yang S., Yang K., Han X., Tang X., Liu Y., Jiang J., Cui Y., Angew. Chem. Int. Ed., 2021, 60, 6086.
[50] Han X., Zhang J., Huang J., Wu X., Yuan D., Liu Y., Cui Y., Nat. Commun., 2018, 9, 1294.
[51] Zhang J., Han X., Wu X., Liu Y., Cui Y., J. Am. Chem. Soc., 2017, 139, 8277.
[52] Wang L. K., Zhou J. J., Lan Y. B., Ding S. Y., Yu W., Wang W., Angew. Chem. Int. Ed., 2019, 58, 939.
[53] Yuan G., Jiang H., Zhang L., Liu Y., Cui Y., Coord. Chem. Rev., 2019, 378, 483.
[54] Liu G., Sheng J., Zhao Y., Sci. China Chem., 2017, 60, 1015.
[55] Zhang S., Zhao S., Jing X., Niu Z., Feng X., Org. Chem. Front., 2021, 8, 3943.
[56] Zhuo S., Zhang X., Luo H., Wang X., Ji Y., Macromol. Rapid Commun., 2020, 41, 2000404.
[57] Wu X., Han X., Xu Q., Liu Y., Yuan C., Yang S., Jiang J., Cui Y., J. Am. Chem. Soc., 2019, 141, 7081.
[58] Sun Z., Hou J., Li L., Tang Z., Coord. Chem. Rev., 2020, 425, 213481.
[59] Han X., Yuan C., Hou B., Liu L., Li H., Liu Y., Cui Y.,Chem. Soc. Rev., 2020, 49, 6248.
[60] Lu Y., Zhang H., Zhu Y., Marriott P. J., Wang H., Adv. Funct. Mater., 2021,31, 2101335.
[61] Zhang Y., Jin X., Ma X., Wang Y., Anal. Methods, 2021, 13, 8.
[62] Liu F., Qian H. L., Yang C., Yan X. P., RSC Adv., 2020, 10, 15383.
[63] Zhuo S., Wang X., Li L., Yang S., Ji Y., ACS Appl. Mater. Interfaces, 2021, 13, 31059.
[64] Qian H. L., Yang C. X., Yan X. P., Nat. Commun., 2016, 7, 12104.
[65] Tang B., Wang W., Hou H., Liu Y., Liu Z., Geng L., Sun L., Luo A., Chinese Chem. Lett., 2021, doi:10.1016/j.cclet.2021.06.089.
[66] Han X., Huang J., Yuan C., Liu Y., Cui Y., J. Am. Chem. Soc., 2018, 140, 892.
[67] Xu N. Y., Guo P., Chen J. K., Zhang J. H., Wang B. J., Xie B. M., Yuan L. M., Talanta, 2021, 235, 122754.
[68] Wang Y., Zhuo S., Hou J., Li W., Ji Y., ACS Appl. Mater. Interfaces, 2019, 11, 48363.
[69] Yuan C., Fu S., Yang K., Hou B., Liu Y., Jiang J., Cui Y., J. Am. Chem. Soc., 2021, 143, 369.

Recent Advances of Covalent Organic Frameworks for Chiral Separation

Recent Advances of Covalent Organic Frameworks for Chiral Separation

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