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
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