Anion coordination and anion-templated assembly: Highlights from 2002 to 2004

Coordination Chemistry Reviews

Volumn 250, Issue 23-24, 2006, Pages 3219-3244

  Gale, Philip A ^a   Quesada, Roberto ^a  

^a UNIVERSITY OF SOUTHAMPTON   (United Kingdom)

Author keywords

Anion complexation; Crystallography; Hydrogen bonds

Indexed keywords

EID: 33750507765     PISSN: 00108545     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ccr.2006.05.020     Document Type: Review

References (143)

1. Gale P.A. Coord. Chem. Rev. 199 (2000) 181
2. Gale P.A. Coord. Chem. Rev. 213 (2001) 79
3. Gale P.A. Coord. Chem. Rev. 240 (2003) 191
4. Beer P.D., and Gale P.A. Angew. Chem. Int. Ed. 40 (2001) 486
5. In: Gale P.A. (Ed). Coord. Chem. Rev. 240 (2003)
6. Sessler J.L., Gale P.A., and Cho W.-S. In: Stoddart J.F. (Ed). Anion Receptor Chemistry (Monographs in Supramolecular Chemistry) (2006), RSC, Cambridge
7. Martínez-Mánez R., and Sancenón F. Chem. Rev. 103 (2003) 4419
8. Christianson D.W., and Lipscomb W.N. Acc. Chem. Res. 22 (1989) 62
9. Berg J.M. Acc. Chem. Res. 28 (1995) 14
10. Puglisi J.D., Chen L., Frankel A.D., and Williamson J.R. Proc. Natl. Acad. Sci. U.S.A. 90 (1993) 3680
11. Ashcroft F.M. Ion Channels and Disease (2000), Academic Press, San Diego and London
12. Moss B. Chem. Ind. (1996) 407
13. Bondy C.R., and Loeb S.J. Coord. Chem. Rev. 240 (2003) 77
14. Gale P.A. In: Atwood J.L., and Steed J.W. (Eds). Amide- and Urea-Based Anion Receptors. Encyclopedia of Supramolecular Chemistry (2004), Marcel Dekker, New York 31
15. Liao J.-H., Chen C.-T., and Fang J.-M. Org. Chem. 4 (2002) 561
16. Kondo S.-i., Suzuki T., and Yano Y. Tetrahedron Lett. 43 (2002) 7059
17. Hettche F., and Hoffmann R.W. New J. Chem. 27 (2003) 172
18. For a study of a related system bearing urea groups as anion binders see:. Hoffmann R.W., Hettche F., and Harms K. Chem. Commun. (2002) 782
19. Kovalchuk A., Bricks J.L., Reck G., Rurack K., Schulz B., Szumna A., and Weisshoff H. Chem. Commun. 17 (2004) 1946
20. Costero A.M., Banuls M.J., Aurell M.J., Ward M.D., and Argent S. Tetrahedron 60 (2004) 9471
21. Inoue Y., Kanbara T., and Yamamoto T. Tetrahedron Lett. 44 (2003) 5167
22. Szumna A., and Jurczak J. Eur. J. Org. Chem. (2001) 4031
23. Chmielewski M.J., and Jurczak J. Tetrahedron Lett. 45 (2004) 6007
24. Chmielewski M.J., Szumna A., and Jurczak J. Tetrahedron Lett. 45 (2004) 8699
25. Kang S.O., Llinares J.M., Powell D., VanderVelde D., and Bowman-James K. J. Am. Chem. Soc. 125 (2003) 10152
26. Kubik S., Kirchner R., Nolting D., and Seidel J. J. Am. Chem. Soc. 124 (2002) 12752
27. Otto S., and Kubik S. J. Am. Chem. Soc. 125 (2003) 7804
28. Guo W., Wang J., He J., Li Z., and Cheng J.P. Supramol. Chem. 16 (2004) 171
29. Piatek P., and Jurczak J. Chem. Commun. (2002) 2450
30. Kang J., Jo J.H., and In S. Tetrahedron Lett. 45 (2004) 5225
31. Kang J., and Jo J.H. Supramol. Chem. 16 (2004) 175
32. Mahoney J.M., Beatty A.M., and Smith B.D. J. Am. Chem. Soc. 123 (2001) 5847
33. Koulov A.V., Mahoney J.M., Beatty A.M., and Smith B.D. Org. Biomol. Chem. 1 (2003) 27
34. Mahoney J.M., Davis J.P., Beatty A.M., and Smith B.D. J. Org. Chem. 68 (2003) 9819
35. Atwood J.L., and Szumna A. J. Am. Chem. Soc. 124 (2002) 10646
36. Atwood J.L., and Szumna A. Chem. Commun. (2003) 940
37. Watanabe S., Sonobe M., Arai M., Tazume Y., Matsuo T., Nakamura T., and Yoshida K. Chem. Commun. (2002) 2866
38. Keaveney C.M., and Leigh D.A. Angew. Chem. Int. Ed. 43 (2004) 1222
39. Haman B.C., Branda N.R., and Rebek Jr. J. Tetrahedron Lett. 34 (1993) 6837
40. Nishizawa S., Bühlmann P., Iwao M., and Umezawa Y. Tetrahedron Lett. 36 (1995) 6483
41. Fan E., van Arman S.A., Kinkaid S., and Hamilton A.D. J. Am. Chem. Soc. 115 (1993) 369
42. Liu S.-Y., He Y.-B., Wu J.-L., Wei L.-H., Quin H.-J., Meng L.-Z., and Hu L. Org. Biomol. Chem. 2 (2004) 1582
43. Dudič M., Lhòtak P., Stivor I., Lang K., and Prošková P. Org. Lett. 5 (2003) 149
44. Tongraung P., Chantarasiri N., and Tuntulani T. Tetrahedron Lett. 44 (2003) 29
45. Tumcharen G., Tuntulani T., Coles S.J., Husthouse M.B., and Kilburn J.D. Org. Lett. 5 (2003) 4971
46. Shukla R., Kida T., and Smith B.D. Org. Lett. 2 (2000) 3099
47. Haino T., Nakamura M., Kato N., Hiraoka M., and Fukazawa Y. Tetrahedron Lett. 45 (2004) 2281
48. Fan E., Van Arman S.A., Kincaid S., and Hamilton A.D. J. Am. Chem. Soc. 115 (1993) 369
49. Leung M.-K., Lai J.-L., Lau K.-H., Yu H.-H., and Hasiao H.-J. J. Org. Chem. 61 (1996) 4175
50. Zlatušková P., Stibor I., Tkadlecová M., and Lhoták P. Tetrahedron 60 (2004) 11383
51. Oshovsky G.V., Verboom W., Fokkens R.H., and Reinhoudt D.N. Chem. Eur. J. 10 (2004) 2739
52. Oshovsky G.V., Verboom W., and Reinhoudt D.N. Collect. Czech. Chem. Commun. 69 (2004) 1137
53. Nie L., Li Z., Han J., Zhang X., Yang R., Liu W.-X., Wu F.-Y., Xie J.-W., Zhao Y.-F., and Jiang Y.-B. J. Org. Chem. 69 (2004) 6499
54. Wen Z.-C., and Yang Y.-B. Tetrahedron 60 (2004) 4309
55. Al-Sayah M.H., and Branda N.R. Org. Lett. 4 (2002) 881
56. Barboiu M., Vaughan G., and van der Lee A. Org. Lett. 5 (2003) 3073
57. Ayling A.J., Pérez-Payán M.N., and Davis A.P. J. Am. Chem. Soc. 123 (2001) 12716
58. Lambert T.N., Boon J.M., Smith B.D., Pérez-Payán M.N., and Davis A.P. J. Am. Chem. Soc. 124 (2002) 5276
59. Koulov A.V., Lambert T.N., Shukla R., Jain M., Boon J.M., Smith B.D., Li H.Y., Sheppard D.N., Joos J.B., Clare J.P., and Davis A.P. Angew. Chem., Int. Ed. 42 (2003) 4931
60. Dryfe R.A.W., Hill S.S., Davis A.P., Joos J.-B., and Roberts E.P.L. Org. Biomol. Chem. 2 (2004) 2716
61. Kwon J.Y., Yang Y.J., Kim S.K., Lee K.-H., Kim J.S., and Yoon J. J. Org. Chem. 69 (2004) 5155
62. Gunnlaugsson T., Davis A.P., Hussey G.M., Tierney J., and Glynn M. Org. Biomol. Chem. 2 (2004) 1856
63. Camiolo S., Gale P.A., Hursthouse M.B., Light M.E., and Shi A.J. Chem. Commun. (2002) 758
64. Gale P.A., Navakhun K., Camiolo S., Light M.E., and Hursthouse M.B. J. Am. Chem. Soc. 124 (2002) 11228
65. Camiolo S., Gale P.A., Hursthouse M.B., and Light M.E. Org. Biomol. Chem. 1 (2003) 741
66. Gunnlaugsson T., Kruger P.E., Jensen P., Pfeffer F.M., and Hussey G.M. Tetrahedron Lett. 44 (2003) 8909
67. Boiocchi M., Del Boca L., Gomez D.E., Fabbrizzi L., Licchelli M., and Monzani E. J. Am. Chem. Soc. 126 (2004) 16507
68. Vázquez M., Fabbrizzi L., Taglietti A., Pedrido R.M., González-Noya A.M., and Bermejo M.R. Angew. Chem. Int. Ed. 43 (2004) 1962
69. Chmielewski M.J., Charon M., and Jurczak J. Org. Lett. 6 (2004) 3501
70. Schmuck C., and Geiger L. J. Am. Chem. Soc. 126 (2004) 8898
71. Schmuck C., and Geiger L. Chem. Commun. (2004) 1698
72. Gale P.A. Chem. Commun. (2005) 3761
73. Camiolo S., Gale P.A., Hursthouse M.B., Light M.E., and Shi A.J. Chem. Commun. (2002) 758
74. Gale P.A., Navakhun K., Camiolo S., Light M.E., and Hursthouse M.B. J. Am. Chem. Soc. 124 (2002) 11228
75. Li R., Evans L.S., Larsen D.S., Gale P.A., and Brooker S. New J. Chem. 28 (2004) 1340
76. Vega I.E.D., Camiolo S., Gale P.A., Hursthouse M.B., and Light M.E. Chem. Commun. (2003) 1686
77. Vega I.E.D., Gale P.A., Hursthouse M.B., and Light M.E. Org. Biomol. Chem. 2 (2004) 2395
78. Causey C.P., and Allen W.E. J. Org. Chem. 67 (2002) 5963
79. Black C.B., Andrioletti B., Try A.C., Ruiperez C., and Sessler J.L. J. Am. Chem. Soc. 121 (1999) 10438
80. Sessler J.L., Pantos G.D., Katayev E., and Lynch V.M. Org. Lett. 5 (2003) 4141
81. Sessler J.L., Maeda H., Mizuno T., Lynch V.M., and Furuta H. Chem. Commun. (2002) 862
82. Aldakov D., and Anzenbacher Jr. P. Chem. Commun. (2003) 1394
83. Aldakov D., and Anzenbacher P. J. Am. Chem. Soc. 126 (2004) 4753
84. Anzenbacher P., Jursikova K., Aldakov D., Marquez M., and Pohl R. Tetrahedron 60 (2004) 11163
85. Shevchuk S.V., Lynch V.M., and Sessler J.L. Tetrahedron 60 (2004) 11283
86. Sessler J.L., Katayev E., Pantos G.D., and Ustynyuk Y.A. Chem. Commun. 1276 (2004)
87. Warriner C.N., Gale P.A., Light M.E., and Hursthouse M.B. Chem. Commun. (2003) 1810
88. Woods C.J., Camiolo S., Light M.E., Coles S.J., Hursthouse M.B., King M.A., Gale P.A., and Essex J.W. J. Am. Chem. Soc. 124 (2002) 8644
89. Lee C.-H., Na H.-K., Yoon D.-W., Won D.-H., Cho W.-S., Lynch V.M., Shevchuk S.V., and Sessler J.L. J. Am. Chem. Soc. 125 (2003) 7301
90. Yoon D.-W., Hwang H., and Lee C.-H. Angew. Chem. Int. Ed. 41 (2002) 1757
91. Sessler J.L., An D., Cho W.-S., and Lynch V.M. J. Am. Chem. Soc. 125 (2003) 13646
92. Sessler J.L., An D., Cho W.-S., and Lynch V.M. Angew. Chem. Int. Ed. 42 (2003) 2278
93. Piatek P., Lynch V.M., and Sessler J.L. J. Am. Chem. Soc. 126 (2004) 16073
94. Metzger A., Lynch V.M., and Anslyn E.V. Angew. Chem. Int. Ed. 36 (1997) 862
95. Niikura K., Metzger A., and Anslyn E.V. J. Am. Chem. Soc. 120 (1998) 8533
96. B.T. Nguyen, E.V. Anslyn, Coord. Chem. Rev., this issue.
97. Zhong Z., and Anslyn E.V. J. Am. Chem. Soc. 124 (2002) 9014
98. Ihm H., Yun S., Kim H.G., Kim J.K., and Kim K.S. Org. Lett. 4 (2002) 2897
99. Abouderbala L.O., Belcher W.J., Boutelle M.G., Cragg P.J., Dhaliwal J., Fabre M., Steed J.W., Turner D.R., and Wallace K.J. Chem. Commun. (2002) 358
100. Wallace K.J., Belcher W.J., Turner D.R., Syed K.F., and Steed J.W. J. Am. Chem. Soc. 125 (2003) 9699
101. Ho H.A., and Leclerc M. J. Am. Chem. Soc. 125 (2003) 4412
102. Kim S.K., Singh N.J., Kim S.J., Kim H.G., Kim J.K., Lee J.W., Kim K.S., and Yoon J. Org. Lett. 5 (2003) 2083
103. Sisson A.L., Clare J.P., Taylor L.H., Charmant J.P.H., and Davis A.P. Chem. Commun. (2003) 2246
104. Itoh H., Naka K., and Chujo Y. J. Am. Chem. Soc. 126 (2004) 3026
105. Miranda C., Escartí F., Lamarque L., Yunta M.J.R., Navarro P., García-España E., and Jimeno M.L. J. Am. Chem. Soc. 126 (2004) 823
106. Ilioudis C.A., Tocher D.A., and Steed J.W. J. Am. Chem. Soc. 126 (2004) 12395
107. Zhang B.-g., Cai P., Duan C.-y., Miao R., Zhu L.-g., Niitsu T., and Inoue H. Chem. Commun. (2004) 2206
108. Kim S.K., Kang B.-G., Koh H.S., Yoon Y.J., Jung S.J., Jeong B., Lee K.-D., and Yoon J. Org. Lett. 6 (2004) 4655
109. Anzenbacher Jr. P., Tyson D.S., Jursíková K., and Castellano F.N. J. Am. Chem. Soc. 124 (2002) 6232
110. Mizuno T., Wei W.-H., Eller L.R., and Sessler J.L. J. Am. Chem. Soc. 124 (2002) 1134
111. Charbonnière L.J., Ziessel R., Montalti M., Prodi L., Zaccheroni N., Boehme C., and Wipff G. J. Am. Chem. Soc. 124 (2002) 7779
112. Bondy C.R., Gale P.A., and Loeb S.J. Chem. Commun. (2001) 729
113. Bondy C.R., Gale P.A., and Loeb S.J. J. Supramol. Chem. 2 (2002) 93
114. Bondy C.R., Gale P.A., and Loeb S.J. J. Am. Chem. Soc. 126 (2004) 5030
115. Sun S.-S., Lees A.J., and Zavalij P.Y. Inorg. Chem. 42 (2003) 3445
116. Mizukami S., Nagano T., Urano Y., Odani A., and Kikuchi K. J. Am. Chem. Soc. 124 (2002) 3920
117. Ojida A., Mito-oka Y., Inoue M., and Hamachi I. J. Am. Chem. Soc. 6256 (2002) 124
118. Yamada T., Shinoda S., and Tsukube H. Chem. Commun. (2002) 1218
119. Beer P.D., Berry N.G., Cowley A.R., Hayes E.J., Oates E.C., and Wong W.W.H. Chem. Commun. (2003) 2408
120. Hortalá M.A., Fabbrizzi L., Marcotte N., Stomeo F., and Taglietti A. J. Am. Chem. Soc. 125 (2003) 20
121. Beer P.D., Gale P.A., and Chen G.Z. J. Chem. Soc., Dalton Trans. 12 (1999) 1897
122. Kuo L.-J., Liao J.-H., Chen C.-T., Huan C.-H., Chen C.-S., and Fang J.-M. Org. Lett. 5 (2003) 1821
123. Reynes O., Bucher C., Moutet J.-C., Royal G., and Saint-Aman E. Chem. Commun. (2004) 428
124. Miyaji H., Collinson S.R., Prokeš I., and Tucker J.H.R. Chem. Commun. (2003) 64
125. Beer P.D., Davis J.J., Drillsma-Milgrom D.A., and Szemes F. Chem. Commun. (2002) 1716
126. Lavande A., Ruiz J., and Astruc D. J. Am. Chem. Soc. 124 (2002) 1782
127. Solé S., and Gabbaï F.P. Chem. Commun. (2004) 1284
128. Mascal M., Armstrong A., and Bartberger M.D. J. Am. Chem. Soc. 124 (2002) 6274
129. Alkorta I., Rozas I., and Elguero J. J. Am. Chem. Soc. 124 (2002) 8593
130. Garau C., Quiñonero D., Frontera A., Ballester P., Costa A., and Deyà P.M. New J. Chem. 27 (2003) 211
131. de Hoog P., Gamez P., Mutikainen I., Turpeinen U., and Reedijk J. Angew. Chem. Int. Ed. 43 (2004) 5815
132. Demeshko S., Dechert S., and Meyer F. J. Am. Chem. Soc. 126 (2004) 4508
133. Vilar R. Angew. Chem. Int. Ed. 42 (2003) 1460
134. N. Gimeno, R. Vilar, Coord. Chem. Rev., this issue.
135. Dolomanov O.V., Blake A.J., Champness N.R., Schröder M., and Wilson C. Chem. Commun. (2003) 682
136. Turner D.R., Spencer E.C., Howard J.A.K., Tocher D.A., and Steed J.W. Chem. Commun. (2004) 1352
137. Harding L.P., Jeffery J.C., Riis-Johannessen T., Rice C.R., and Zeng Z. Chem. Commun. (2004) 654
138. Vilar R., Mingos D.M.P., White A.J.P., and Williams D.J. Angew. Chem. Int. Ed. 37 (1998) 1258
139. Vilar R., Mingos D.M.P., White A.J.P., and Williams D.J. Chem. Commun. 229 (1999)
140. Diaz P., Mingos D.M.P., Vilar R., White A.J.P., and Williams D.J. Inorg. Chem. 43 (2004) 7597
141. Curiel D., Beer P.D., Paul R.L., Cowley A., Sambrook M.R., and Szemes F. Chem. Commun. (2004) 1162
142. Tomapatanaget B., Tuntulani T., Wisner J.A., and Beer P.D. Tetrahedron Lett. 45 (2004) 663
143. Sambrook M.R., Beer P.D., Wisner J.A., Paul R.L., and Cowley A. J. Am. Chem. Soc. 126 (2004) 1536