Citation: LI Yong-Jun, LIU Hui-Biao, LI Yu-Liang. Recent Development of Anion Receptors Based on Hydrogen Bonding[J]. Chinese Journal of Inorganic Chemistry, ;2015, 31(9): 1687-1704. doi: 10.11862/CJIC.2015.252 shu

Recent Development of Anion Receptors Based on Hydrogen Bonding

1.
CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China

Corresponding author: LI Yong-Jun,
Received Date: 27 May 2015
Available Online: 19 July 2015
Fund Project: 国家自然科学基金(No.21290190,21322301)资助项目。 (No.21290190,21322301)

The important roles of anions in biology, medicine, catalysis and environmental science have been widely recognized. Anion receptors showed bright application prospects in the trans epithelial ion transportation, chemical sensing, simulation of enzyme catalyzed organic reactions. Here we summarize the recent progress of anion receptors based on different hydrogen bonding units such as amide, urea/thiourea, indole/pyrroles, triazole, ammonium, guanidinium, imidazole, hydroxyl groups.
- anion recognization;anion receptors;hydrogen bonding
1. [1]
  [1] Park C H, Simmons H E. J. Am. Chem. Soc., 1968,90:2431-2432
2. [2]
  [2] Pedersen C J. J. Am. Chem. Soc., 1967,89:7017-7036
3. [3]
  [3] Gale P A, Perez-Tomas R, Quesada R. Acc. Chem. Res., 2013, 46:2801-2813
4. [4]
  [4] Davis J T, Okunola O, Quesada R. Chem. Soc. Rev., 2010, 39:3843-3862
5. [5]
  [5] Davis A P, Sheppard D N, Smith B D. Chem. Soc. Rev., 2007,36:348-357
6. [6]
  [6] Steed J W. Chem. Soc. Rev., 2010,39:3686-3699
7. [7]
  [7] Evans N H, Beer P D. Angew. Chem. Int. Ed., 2014,53:11716-11754
8. [8]
  [8] Gale P A, Busschaert N, Haynes C J E, et al. Chem. Soc. Rev., 2014,43:205-241
9. [9]
  [9] Pascal R A, Spergel J, Vanengen D. Tetrahedron Lett., 1986, 27:4099-4102
10. [10]
  [10] Kavallieratos K, Bertao C M, Crabtree R H. J. Org. Chem., 1999,64:1675-1683
11. [11]
  [11] Sambrook M R, Beer P D, Wisner J A, et al. J. Am. Chem. Soc., 2005,127:2292-2302
12. [12]
  [12] Hughes M P, Smith B D. J. Org. Chem., 1997,62:4492-4499
13. [13]
  [13] Santacroce P V, Okunola O A, Zavalij P Y, et al. Chem. Commun., 2006:3246-3248
14. [14]
  [14] Kang S O, Begum R A, Bowman-James K. Angew. Chem. Int. Ed., 2006,45:7882-7894
15. [15]
  [15] Rodriguez-Docampo Z, Pascu S I, Kubik S, et al. J. Am. Chem. Soc., 2006,128:11206-11210
16. [16]
  [16] Reyheller C, Kubik S. Org. Lett., 2007,9:5271-5274
17. [17]
  [17] Chmielewski M J, Jurczak J. Chem.-Eur. J., 2005,11:6080-6094
18. [18]
  [18] Chmielewski M J, Jurczak J. Chem.-Eur. J., 2006,12:7652-7667
19. [19]
  [19] Chmielewski M J, Zielinski T, Jurczak J. Pure Appl. Chem., 2007,79:1087-1096
20. [20]
  [20] Shang X F, Xu X F, Lin H, et al. J. Inclusion Phenom. Macrocyclic Chem., 2007,58:275-281
21. [21]
  [21] Shao J, Lin H, Shang X F, et al. J. Inclusion Phenom. Macrocyclic Chem., 2007,59:371-375
22. [22]
  [22] Hossain M A, Llinares J M, Powell D, et al. Inorg. Chem., 2001,40:2936-2937
23. [23]
  [23] Hossain M A, Kang S O, Powell D, et al. Inorg. Chem., 2003, 42:1397-1399
24. [24]
  [24] Ghosh S, Roehm B, Begum R A, et al. Inorg. Chem., 2007, 46:9519-9521
25. [25]
  [25] Kim S K, Bok J H, Bartsch R A, et al. Org. Lett., 2005,7:4839-4842
26. [26]
  [26] Choi J K, Kim S H, Yoon J, et al. J. Org. Chem., 2006,71:8011-8015
27. [27]
  [27] Kang S O, Day V W, Bowman-James K. Org. Lett., 2008,10:2677-2680
28. [28]
  [28] Beeren S R, Sanders J K M. J. Am. Chem. Soc., 2011,133:3804-3807
29. [29]
  [29] Edwards S J, Valkenier H, Busschaert N, et al. Angew. Chem. Int. Ed., 2015,54:4592-4596
30. [30]
  [30] Wu Y, Peng X, Fan J, et al. J. Org. Chem., 2006,72:62-70
31. [31]
  [31] Burns D H, Calderon-Kawasaki K, Kularatne S. J. Org. Chem., 2005,70:2803-2807
32. [32]
  [32] Calderon-Kawasaki K, Kularatne S, Li Y H, et al. J. Org. Chem., 2007,72:9081-9087
33. [33]
  [33] Lakshminarayanan P S, Ravikumar I, Suresh E, et al. Chem. Commun., 2007:5214-5216
34. [34]
  [34] Jose D A, Kumar D K, Ganguly B, et al. Inorg. Chem., 2007, 46:5817-5819
35. [35]
  [35] Dahan A, Ashkenazi T, Kuznetsov V, et al. J. Org. Chem., 2007,72:2289-2296
36. [36]
  [36] Brooks S J, García-Garrido S E, Light M E, et al. Chem.-Eur. J., 2007,13:3320-3329
37. [37]
  [37] Brooks S J, Gale P A, Light M E. Chem. Commun., 2006:4344-4346
38. [38]
  [38] Meshcheryakov D, Bhmer V, Bolte M, et al. Chem.-Eur. J., 2009,15:4811-4821
39. [39]
  [39] Meshcheryakov D, Arnaud-Neu F, Bohmer V, et al. Org. Biomol. Chem., 2008,6:1004-1014
40. [40]
  [40] Meshcheryakov D, Arnaud-Neu F, Bohmer V, et al. Org. Biomol. Chem., 2008,6:3244-3255
41. [41]
  [41] Custelcean R, Bonnesen P V, Duncan N C, et al. J. Am. Chem. Soc., 2012,134:8525-8534
42. [42]
  [42] Jia C, Wu B, Li S, et al. Angew. Chem. Int. Ed., 2011,50:486-490
43. [43]
  [43] Wezenberg S J, Vlatkovic M, Kistemaker J C M, et al. J. Am. Chem. Soc., 2014,136:16784-16787
44. [44]
  [44] Sessler J L, Camiolo S, Gale P A. Coord. Chem. Rev., 2003, 240:17-55
45. [45]
  [45] Gale P A. Chem. Commun., 2008:4525-4540
46. [46]
  [46] Curiel D, Cowley A, Beer P D. Chem. Commun., 2005:236-238
47. [47]
  [47] Chmielewski M J, Zhao L, Brown A, et al. Chem. Commun., 2008:3154-3156
48. [48]
  [48] Chang K J, Moon D, Lah M S, et al. Angew. Chem. Int. Ed., 2005,44:7926-7929
49. [49]
  [49] Kim N K, Chang K J, Moon D, et al. Chem. Commun., 2007:3401-3403
50. [50]
  [50] Kwon T H, Jeong K S. Tetrahedron Lett., 2006,47:8539-8541
51. [51]
  [51] Ju J, Park M, Suk J m, et al. Chem. Commun., 2008:3546-3548
52. [52]
  [52] Zhao Y, Li Y, Li Y, et al. Org. Biomol. Chem., 2010,8:3923-3927
53. [53]
  [53] Bates G W, Gale P A, Light M E. Chem. Commun., 2007:2121-2123
54. [54]
  [54] Caltagirone C, Hiscock J R, Hursthouse M B, et al. Chem.-Eur. J., 2008,14:10236-10243
55. [55]
  [55] Caltagirone C, Gale P A, Hiscock J R, et al. Chem. Commun., 2008:3007-3009
56. [56]
  [56] Gale P A, Hiscock J R, Moore S J, et al. Chem.-Asian J., 2010,5:555-561
57. [57]
  [57] Yoon D W, Gross D E, Lynch V M, et al. Angew. Chem. Int. Ed., 2008,47:5038-5042
58. [58]
  [58] Yoon D W, Gross D E, Lynch V M, et al. Chem. Commun., 2009:1109-1111
59. [59]
  [59] Wintergerst M P, Levitskaia T G, Moyer B A, et al. J. Am. Chem. Soc., 2008,130:4129-4139
60. [60]
  [60] Aydogan A, Coady D J, Lynch V M, et al. Chem. Commun., 2008:1455-1457
61. [61]
  [61] Chen C L, Lin T P, Chen Y S, et al. Eur. J. Org. Chem., 2007:3999-4010
62. [62]
  [62] Chen C L, Chen Y H, Chen C Y, et al. Org. Lett., 2006,8:5053-5056
63. [63]
  [63] Denekamp C, Suwinska K, Salman H, et al. Chem.-Eur. J., 2007,13:657-665
64. [64]
  [64] Katayev E A, Boev N V, Khrustalev V N, et al. J. Org. Chem., 2007,72:2886-2896
65. [65]
  [65] Katayev E A, Sessler J L, Khrustalev V N, et al. J. Org. Chem., 2007,72:7244-7252
66. [66]
  [66] Katayev E A, Pantos G D, Reshetova M D, et al. Angew. Chem. Int. Ed., 2005,44:7386-7390
67. [67]
  [67] Seidel D, Lynch V, Sessler J L. Angew. Chem. Int. Ed., 2002,41:1422-1425
68. [68]
  [68] Stpień M, Donnio B, Sessler J L. Angew. Chem. Int. Ed., 2007,46:1431-1435
69. [69]
  [69] Miyaji H, Hong S J, Jeong S D, et al. Angew. Chem. Int. Ed., 2007,46:2508-2511
70. [70]
  [70] Yoon D W, Jeong S D, Song M Y, et al. Supramol. Chem., 2007,19:265-270
71. [71]
  [71] Kim S K, Vargas-Zuniga G I, Hay B P, et al. J. Am. Chem. Soc., 2012,134:1782-1792
72. [72]
  [72] Li Y J, Flood A H. Angew. Chem. Int. Ed., 2008,47:2649-2652
73. [73]
  [73] Hua Y, Flood A H. Chem. Soc. Rev., 2010,39:1262-71
74. [74]
  [74] Li Y, Griend D A V, Flood A H. Supramol. Chem., 2009, 21:111-117
75. [75]
  [75] Zahran E M, Hua Y, Li Y, et al. Anal. Chem., 2010,82:368-375
76. [76]
  [76] Li Y, Flood A H. J. Am. Chem. Soc., 2008,130:12111-12122
77. [77]
  [77] Li Y, Pink M, Karty J A, et al. J. Am. Chem. Soc., 2008, 130:17293-17295
78. [78]
  [78] Juwarker H, Lenhardt J M, Pham D M, et al. Angew. Chem. Int. Ed., 2008,47:3740-3743
79. [79]
  [79] Hua Y, Flood A H. J. Am. Chem. Soc., 2010,132:12838-12840
80. [80]
  [80] Li Y J, Xu L, Yang W L, et al. Chem.-Eur. J., 2012,18:4782-4790
81. [81]
  [81] Cao L, Jiang R, Zhu Y, et al. Eur. J. Org. Chem., 2014:2687-2693
82. [82]
  [82] Xu L, Li Y, Yu Y, et al. Org. Biomol. Chem., 2012,10:4375-4380
83. [83]
  [83] Jiang R, Li Y, Qin Z, et al. RSC Adv., 2014,4:2023-2028
84. [84]
  [84] Zhang J, Li Y, Yang W, et al. Chem. Commun., 2012,48:3602-3604
85. [85]
  [85] Li Y J, Zhao Y J, Flood A H, et al. Chem.-Eur. J., 2011, 17:7499-7505
86. [86]
  [86] Lee S, Chen C H, Flood A H. Nat. Chem., 2013,5:704-710
87. [87]
  [87] Cruz C, Delgado R, Drew M G B, et al. J. Org. Chem., 2007, 72:4023-4034
88. [88]
  [88] Arbuse A, Anda C, Martínez M A, et al. Inorg. Chem., 2007, 46:10632-10638
89. [89]
  [89] Nelissen H F M, Smith D K. Chem. Commun., 2007:3039-3041
90. [90]
  [90] Blondeau P, Segura M, Perez-Fernandez R, et al. Chem. Soc. Rev., 2007,36:198-210
91. [91]
  [91] Echavarren A, Galan A, Lehn J M, et al. J. Am. Chem. Soc., 1989,111:4994-4995
92. [92]
  [92] Blondeau P, Benet-Buchholz J, de Mendoza J. New J. Chem., 2007,31:736-740
93. [93]
  [93] Alcalde E, Mesquida N, Perez-Garcia L, et al. Chem. Commun., 1999:295-296
94. [94]
  [94] Yoon J, Kim S K, Singh N J, et al. Chem. Soc. Rev., 2006, 35:355-360
95. [95]
  [95] Chellappan K, Singh N J, Hwang I C, et al. Angew. Chem. Int. Ed., 2005,44:2899-2903
96. [96]
  [96] Singh N J, Jun E J, Chellappan K, et al. Org. Lett., 2007,9:485-488
97. [97]
  [97] Zhou H, Zhao Y, Gao G, et al. J. Am. Chem. Soc., 2013, 135:14908-14911
98. [98]
  [98] Winstanley K J, Smith D K. J. Org. Chem., 2007,72:2803-2815
99. [99]
  [99] Ko S K, Kim S K, Share A, et al. Nat. Chem., 2014,6:885-892
100. [100]
  [100] Parker J L, Newstead S. Nature, 2014,507:68-72
101. [101]
  [101] Sun J, Bankston J R, Payandeh J, et al. Nature, 2014,507:73-77
1. [1]
  Huiying Xu , Minghui Liang , Zhi Zhou , Hui Gao , Wei Yi . Application of Quantum Chemistry Computation and Visual Analysis in Teaching of Weak Interactions. University Chemistry, 2025, 40(3): 199-205. doi: 10.12461/PKU.DXHX202407011
2. [2]
  Yinglian LI , Chengcheng ZHANG , Xinyu ZHANG , Xinyi WANG . Spin crossover in [Co(pytpy)₂]²⁺ complexes modified by organosulfonate anions. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1162-1172. doi: 10.11862/CJIC.20240087
3. [3]
  Yuyao Wang , Zhitao Cao , Zeyu Du , Xinxin Cao , Shuquan Liang . Research Progress of Iron-based Polyanionic Cathode Materials for Sodium-Ion Batteries. Acta Physico-Chimica Sinica, 2025, 41(4): 100035-. doi: 10.3866/PKU.WHXB202406014
4. [4]
  Peiran ZHAO , Yuqian LIU , Cheng HE , Chunying DUAN . A functionalized Eu³⁺ metal-organic framework for selective fluorescent detection of pyrene. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 713-724. doi: 10.11862/CJIC.20230355
5. [5]
  Lina Guo , Ruizhe Li , Chuang Sun , Xiaoli Luo , Yiqiu Shi , Hong Yuan , Shuxin Ouyang , Tierui Zhang . 层状双金属氢氧化物的层间阴离子对衍生的Ni-Al₂O₃催化剂光热催化CO₂甲烷化反应的影响. Acta Physico-Chimica Sinica, 2025, 41(1): 2309002-. doi: 10.3866/PKU.WHXB202309002
6. [6]
  Shanghua Li , Malin Li , Xiwen Chi , Xin Yin , Zhaodi Luo , Jihong Yu . 基于高离子迁移动力学的取向ZnQ分子筛保护层实现高稳定水系锌金属负极的构筑. Acta Physico-Chimica Sinica, 2025, 41(1): 2309003-. doi: 10.3866/PKU.WHXB202309003
7. [7]
  Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
8. [8]
  Zehua Zhang , Haitao Yu , Yanyu Qi . 多重共振TADF分子的设计策略. Acta Physico-Chimica Sinica, 2025, 41(1): 2309042-. doi: 10.3866/PKU.WHXB202309042
9. [9]
  Wen-Bing Hu . Systematic Introduction of Polymer Chain Structures. University Chemistry, 2025, 40(4): 15-19. doi: 10.3866/PKU.DXHX202401014
10. [10]
  Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154
11. [11]
  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
12. [12]
  Yong Shu , Xing Chen , Sai Duan , Rongzhen Liao . How to Determine the Equilibrium Bond Distance of Homonuclear Diatomic Molecules: A Case Study of H₂. University Chemistry, 2024, 39(7): 386-393. doi: 10.3866/PKU.DXHX202310102
13. [13]
  Yuhui Yang , Jintian Luo , Biao Zuo . A Teaching Approach to Polymer Surface and Interface in Undergraduate Polymer Physics Courses. University Chemistry, 2025, 40(4): 126-130. doi: 10.12461/PKU.DXHX202408056
14. [14]
  Laiying Zhang , Yinghuan Wu , Yazi Yu , Yecheng Xu , Haojie Zhang , Weitai Wu . Innovation and Practice of Polymer Chemistry Experiment Teaching for Non-Polymer Major Students of Chemistry: Taking the Synthesis, Solution Property, Optical Performance and Application of Thermo-Sensitive Polymers as an Example. University Chemistry, 2024, 39(4): 213-220. doi: 10.3866/PKU.DXHX202310126
15. [15]
  Pingping Zhu , Qiang Zhou , Yu Huang , Haiyang Yang , Pingsheng He , Shiyan Xiao . Design and Practice of Ideological and Political Cases in the Course of Polymer Physics Experiments: Molecular Weight Determination of Polymers by Dilute Solution Viscosity Method as an Example. University Chemistry, 2025, 40(4): 94-99. doi: 10.12461/PKU.DXHX202405170
16. [16]
  Wenjun Zheng . Application in Inorganic Synthesis of Ionic Liquids. University Chemistry, 2024, 39(8): 163-168. doi: 10.3866/PKU.DXHX202401020
17. [17]
  Guoze Yan , Bin Zuo , Shaoqing Liu , Tao Wang , Ruoyu Wang , Jinyang Bao , Zhongzhou Zhao , Feifei Chu , Zhengtong Li , Yusuke Yamauchi , Saad Melhi , Xingtao Xu . Opportunities and Challenges of Capacitive Deionization for Uranium Extraction from Seawater. Acta Physico-Chimica Sinica, 2025, 41(4): 100032-. doi: 10.3866/PKU.WHXB202404006
18. [18]
  Yang YANG , Pengcheng LI , Zhan SHU , Nengrong TU , Zonghua WANG . Plasmon-enhanced upconversion luminescence and application of molecular detection. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 877-884. doi: 10.11862/CJIC.20230440
19. [19]
  Yuhao SUN , Qingzhe DONG , Lei ZHAO , Xiaodan JIANG , Hailing GUO , Xianglong MENG , Yongmei GUO . Synthesis and antibacterial properties of silver-loaded sod-based zeolite. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 761-770. doi: 10.11862/CJIC.20230169
20. [20]
  Wenyan Dan , Weijie Li , Xiaogang Wang . The Technical Analysis of Visual Software ShelXle for Refinement of Small Molecular Crystal Structure. University Chemistry, 2024, 39(3): 63-69. doi: 10.3866/PKU.DXHX202302060

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(491)
HTML views(95)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142