中文   |   English   |   Email Alert

方酰胺衍生物及其在离子识别中的应用

钱小红1,2, 金灿2,3, 张晓宁2, 姜艳*1, 林晨*2, 王乐勇2

化学进展 ›› 2014, Vol. 26 ›› Issue (10) :1701-1711

PDF (5066KB)
化学进展 ›› 2014, Vol. 26 ›› Issue (10) :1701-1711 DOI: 10.7536/PC140705
综述与评论
扫码查看或转发全文

方酰胺衍生物及其在离子识别中的应用

    钱小红1,2, 金灿2,3, 张晓宁2, 姜艳*1, 林晨*2, 王乐勇2
作者信息 +

Squaramide Derivatives and Their Applications in Ion Recognition

  • Qian Xiaohong1,2, Jin Can2,3, Zhang Xiaoning2, Jiang Yan*1, Lin Chen*2, Wang Leyong2
Author information +
文章历史 +

摘要

方酰胺骨架具有芳香性的四元环状刚性结构,作为双氢键受体和双氢键给体能与许多客体物种结合,是一类重要、理想的氢键给/受体单元,同时该类给/受体的功能化设计为离子识别行为的检测提供了方便。本文综述了近年来方酰胺化合物的结构特性、衍生化方法,及其在超分子中对阴离子、阳离子与两性离子的识别,实现对离子的跨膜传输、分离与萃取、凝胶响应等功能,以及其在有机小分子催化反应中稳定离子型中间体实现对反应底物催化的功能,并展望了方酰胺化合物在离子识别中的发展前景。

Abstract

The squaramide motif with the rigid four-member ring structure that shows the aromaticity is a kind of important and ideal hydrogen bond donor/receptor unit, which can bond to many guest molecules as a double-hydrogen-bond receptor and donor. The squaramide derivatives are easy to be functionalized, which provides the convenient way for the design of the novel ion receptors. In this review, we summarize the structures of squaramide derivatives, synthetic methods, and their recent research progress in the anion, cation, and zwitterionic guest recognition, as well as in the organocatalysis. Finally, the prospects of squaramide derivatives in the future are described.

Contents
1 Introduction
2 Responsive mechanism of responsive photonic crystals
3 Device structure of electrically responsive photonic crystals
3.1 Conductive substrate and electrolyte
3.2 Opal and inverse opal photonic crystal electroactive materials
4 Classification of electrically responsive photonic crystals
4.1 Liquid crystal-based electrically responsive photonic crystals
4.2 Polyelectrolyte hydrogel-based electrically responsive photonic crystals
4.3 Organometallic polymer gel-based electrically responsive photonic crystals
4.4 Conductive polymer-based electrically responsive photonic crystals
4.5 Core-shell electrically responsive photonic crystals
5 Application of electrically responsive photonic crystals
6 Existing problems and outlook

Graphical abstract

关键词

方酰胺 / 氢键 / 阴离子识别 / 主-客体识别 / 超分子化学

Key words

squaramide / hydrogen bond / anion recognition / host-guest recognition / supramolecular chemistry

引用本文

引用格式 ▾
钱小红, 金灿, 张晓宁, 姜艳, 林晨, 王乐勇. 方酰胺衍生物及其在离子识别中的应用[J]. 化学进展, 2014, 26(10): 1701-1711 DOI:10.7536/PC140705
Qian Xiaohong, Jin Can, Zhang Xiaoning, Jiang Yan, Lin Chen, Wang Leyong. Squaramide Derivatives and Their Applications in Ion Recognition[J]. Progress in Chemistry, 2014, 26(10): 1701-1711 DOI:10.7536/PC140705

登录浏览全文

4963

注册一个新账户 忘记密码

参考文献

[1] Amendola V, Fabbrizzi L, Mosca L. Chem. Soc. Rev., 2010, 39(10): 3889.
[2] Li A F, Wang J H, Wang F, Jiang Y B. Chem. Soc. Rev., 2010, 39(10): 3729.
[3] Maahs G, Hegenber P. Angew. Chem. Int. Ed., 1966, 5(10): 888.
[4] Tomas S, Rotger M C, Gonzalez J F, Deya P M, Ballester P, Costa A. Tetrahedron Lett., 1995, 36(14): 2523.
[5] Malerich J P, Hagihara K, Rawal V H. J. Am. Chem. Soc., 2008, 130(44): 14416.
[6] Aleman J, Parra A, Jiang H, Jorgensen K A. Chem. Eur. J., 2011, 17(25): 6890.
[7] Quiñonero D, Frontera A, Ballester P, Deyà P M. Tetrahedron Lett., 2000, 41(12): 2001.
[8] Tomàs S, Prohens R, Vega M, Rotger M C, Deyà P M, Ballester P, Costa A. J. Org. Chem., 1996, 61(26): 9394.
[9] Storer R I, Aciro C, Jones L H. Chem. Soc. Rev., 2011, 40(5): 2330.
[10] Ni X, Li X, Wang Z, Cheng J P. Org. Lett., 2014, 16(6): 1786.
[11] Yang W, Du D M. Org. Lett., 2010, 12(23): 5450.
[12] Wurm F R, Klok H A. Chem. Soc. Rev., 2013, 42(21): 8220.
[13] Schmidt A H. Synthesis, 1980: 961.
[14] Rostami A, Colin A, Li X Y, Chudzinski M G, Lough A J, Taylor M S. J. Org. Chem., 2010, 75(12): 3983.
[15] Tietze L F, Arlt M, Beller M, Glusenkamp K H, Jahde E, Rajewsky M F. Chem. Ber., 1991, 124(5): 1215.
[16] Xu Z, Singh N J, Lim J, Pan J, Kim H N, Park S, Kim K S, Yoon J. J. Am. Chem. Soc., 2009, 131(42): 15528.
[17] Li S, Jia C, Wu B, Luo Q, Huang X, Yang Z, Li Q S, Yang X J. Angew. Chem. Int. Ed., 2011, 50(25): 5721.
[18] Prohens R, Martorell G, Ballester P, Costa A. Chem. Commun., 2001, (16): 1456.
[19] Frontera A, Morey J, Oliver A, Piña M N, Quiñonero D, Costa A, Ballester P, Deyà P M, Anslyn E V. J. Org. Chem., 2006, 71(19): 7185.
[20] Ramalingam V, Domaradzki M E, Jang S, Muthyala R S. Org. Lett., 2008, 10(15): 3315.
[21] Al-Sayah M H, Branda N R. Thermochim. Acta, 2010, 503: 28.
[22] Amendola V, Bergamaschi G, Boiocchi M, Fabbrizzi L, Milani M. Chem. Eur. J., 2010, 16(14): 4368.
[23] Rostami A, Wei C J, Guérin G, Taylor M S. Angew. Chem. Int. Ed., 2011, 50(9): 2059.
[24] Jin C, Zhang M, Deng C, Guan Y, Gong J, Zhu D, Pan Y, Jiang J, Wang L. Tetrahedron Lett., 2013, 54(8): 796.
[25] Gaeta C, Talotta C, Della Sala P, Margarucci L, Casapullo A, Neri P. J. Org. Chem., 2014, 79(8): 3704.
[26] Jin C, Zhang M, Wu L, Guan Y, Pan Y, Jiang J, Lin C, Wang L. Chem. Commun., 2013, 49(20): 2025.
[27] Elmes R B, Turner P, Jolliffe K A. Org. Lett., 2013, 15(22): 5638.
[28] Davis J T, Gale P A, Okunola O A, Prados P, Iglesias-Sanchez J C, Torroba T, Quesada R. Nat. Chem., 2009, 1(2): 138.
[29] Busschaert N, Wenzel M, Light M E, Iglesias-Hernandez P, Perez-Tomas R, Gale P A. J. Am. Chem. Soc., 2011, 133(35): 14136.
[30] Busschaert N, Kirby I L, Young S, Coles S J, Horton P N, Light M E, Gale P A. Angew. Chem. Int. Ed., 2012, 51(18): 4426.
[31] Lim N C, Morton M D, Jenkins H A, Brückner C. J. Org. Chem., 2003, 68(24): 9233.
[32] Onaran M B, Comeau A B, Seto C T. J. Org. Chem., 2005, 70(26): 10792.
[33] Sanna E, Martinez L, Rotger C, Blasco S, Gonzalez J, Garcia-Espana E, Costa A. Org. Lett., 2010, 12(17): 3840.
[34] Ni M, Guan Y, Wu L, Deng C, Hu X, Jiang J, Lin C, Wang L. Tetrahedron Lett., 2012, 53(47): 6409.
[35] 魏梅莹(Wei M Y), 李少光(Li S G), 贾传东(Jia C D), 吴彪(Wu B). 高等学校化学学报(Chem. Res. Chin. Univ.), 2011, 32(9): 1939.
[36] Frontera A, Orell M, Garau C, Quiñonero D, Molins E, Mata I, Morey J. Org. Lett., 2005, 7(8): 1437.
[37] Ambrosi G, Formica M, Fusi V, Giorgi L, Macedi E, Micheloni M, Paoli P, Pontellini R, Rossi P. Chem. Eur. J., 2011, 17(5): 1670.
[38] Lopez C, Sanna E, Carreras L, Vega M, Rotger C, Costa A. Chem. Asian J., 2013, 8: 84.
[39] Albrecht T, Dickmeiss G, Acosta C F, Rodríguez-Escrich C, Davis R L, Jørgensen K A. J. Am. Chem. Soc., 2012, 134: 2543.
[40] Su Y, Ling J B, Zhang S, Xu P F. J. Org. Chem., 2013, 78: 11053.
[41] Ling J B, Su Y, Zhu H L, Wang G Y, Xu P F. Org. Lett., 2012, 14: 1090.
[42] Yang W, Du D M. Org. Lett., 2010, 12: 5450.
[43] Zhao B L, Du D M. RSC Advances, 2014, 4: 27346.
[44] Zhao B L, Du D M. Org. Biomol. Chem., 2014, 12: 1585.

PDF (5066KB)

4889

访问

0

被引

详细

导航
相关文章

/

〈 〉