Terpyridine-triarylborane conjugates for the dual complexation of zinc(ii) cation and fluoride anion

Organometallics

Volumn 33, Issue 3, 2014, Pages 753-762

  Lee, Young Hoon ^a   Nghia, Nguyen Van ^a   Go, Min Jeong ^b   Lee, Junseong ^b   Lee, Sang Uck ^a   Lee, Min Hyung ^a  

^a University of Ulsan   (South Korea)

^b Chonnam National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORINE COMPOUNDS; DOPPLER EFFECT; FLUORESCENCE; FLUORINE COMPOUNDS; POSITIVE IONS; QUENCHING; SUPERCOMPUTERS; TITRATION; ZINC;

ABSORPTION AND EMISSIONS; CHARGE TRANSFER TRANSITIONS; FLUORESCENCE BAND; FLUORESCENCE TITRATIONS; SEQUENTIAL ADDITION; SPECTROSCOPIC FEATURES; TD-DFT CALCULATIONS; UV/VIS ABSORPTIONS;

ZINC COMPOUNDS;

EID: 84962463434     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om401151p     Document Type: Article

References (101)

1. Steed, J. W., Turner, D. R., and Wallace, K. J. Core Concepts in Supramolecular Chemistry and Nanochemistry; Wiley-VCH: Chippenham, U.K., 2007.
2. Lehn, J.-M. Supramolecular Chemistry; Wiley-VCH: Weinheim, Germany, 1995.
3. Kim, S. K.; Sessler, J. L. Chem. Soc. Rev. 2010, 39, 3784-3809
4. Gokel, G. W. Molecular Recognition Receptors for Cationic Guests. In Comprehensive Supramolecular Chemistry; Lehn, J.-M.; Atwood, J. L.; Davies, J. E. D.; MacNicol, D. D.; Vögtle, F., Eds.; Pergamon: Oxford, U.K., 1996; Vol. 1.
5. Hua, Y.; Flood, A. H. Chem. Soc. Rev. 2010, 39, 1262-1271
6. Caltagirone, C.; Gale, P. A. Chem. Soc. Rev. 2009, 38, 520-563
7. Kubik, S. Chem. Soc. Rev. 2009, 38, 585-605
8. Gale, P. A.; Garcia-Garrido, S. E.; Garric, J. Chem. Soc. Rev. 2008, 37, 151-190
9. Gale, P. A.; Quesada, R. Coord. Chem. Rev. 2006, 250, 3219-3244
10. McConnell, A. J.; Beer, P. D. Angew. Chem., Int. Ed. 2012, 51, 5052-5061
11. Kim, S. K.; Lynch, V. M.; Young, N. J.; Hay, B. P.; Lee, C.-H.; Kim, J. S.; Moyer, B. A.; Sessler, J. L. J. Am. Chem. Soc. 2012, 134, 20837-20843
12. Constable, E. C. Chem. Soc. Rev. 2007, 36, 246-253
13. Schubert, U. S.; Hofmeier, H.; Newkome, G. R. Modern Terpyridine Chemistry; Wiley-VCH: Weinheim, Germany, 2006.
14. Peng, X.; Xu, Y.; Sun, S.; Wu, Y.; Fan, J. Org. Biomol. Chem. 2007, 5, 226-228
15. Goodall, W.; Williams, J. A. G. Chem. Commun. 2001, 2514-2515
16. Lee, Y. H.; Fuyuhiro, A.; Harrowfield, J. M.; Kim, Y.; Sobolev, A. N.; Hayami, S. Eur. J. Inorg. Chem. 2013, 5862-5870
17. Tan, Y.; Gao, J.; Yu, J.; Wang, Z.; Cui, Y.; Yang, Y.; Qian, G. Dalton Trans. 2013, 42, 11465-11470
18. Lee, Y. H.; Kubota, E.; Fuyuhiro, A.; Kawata, S.; Harrowfield, J. M.; Kim, Y.; Hayami, S. Dalton Trans. 2012, 41, 10825-10831
19. Bergamini, G.; Boselli, L.; Ceroni, P.; Manca, P.; Sanna, G.; Pilo, M. Eur. J. Inorg. Chem. 2011, 2011, 4590-4595
20. Hong, Y.; Chen, S.; Leung, C. W. T.; Lam, J. W. Y.; Liu, J.; Tseng, N.-W.; Kwok, R. T. K.; Yu, Y.; Wang, Z.; Tang, B. Z. ACS Appl. Mater. Interfaces 2011, 3, 3411-3418
21. Yang, Z.; Yan, C.; Chen, Y.; Zhu, C.; Zhang, C.; Dong, X.; Yang, W.; Guo, Z.; Lu, Y.; He, W. Dalton Trans. 2011, 40, 2173-2176
22. D'Aléo, A.; Cecchetto, E.; De Cola, L.; Williams, R. M. Sensors 2009, 9, 3604-3626
23. Hwang, S.-H.; Wang, P.; Moorefield, C. N.; Jung, J.-C.; Kim, J.-Y.; Lee, S.-W.; Newkome, G. R. Macromol. Rapid Commun. 2006, 27, 1809-1813
24. Li, Y. Q.; Bricks, J. L.; Resch-Genger, U.; Spieles, M.; Rettig, W. J. Phys. Chem. A 2006, 110, 10972-10984
25. Zhao, H.; Leamer, L. A.; GabbaÏ, F. P. Dalton Trans. 2013, 42, 8164-8178
26. Wade, C. R.; Broomsgrove, A. E. J.; Aldridge, S.; GabbaÏ, F. P. Chem. Rev. 2010, 110, 3958-3984
27. Jäkle, F. Chem. Rev. 2010, 110, 3985-4022
28. Hudnall, T. W.; Chiu, C.-W.; GabbaÏ, F. P. Acc. Chem. Res. 2009, 42, 388-397
29. Hudson, Z. M.; Wang, S. Acc. Chem. Res. 2009, 42, 1584-1596
30. Cametti, M.; Rissanen, K. Chem. Commun. 2009, 2809-2829
31. Sarkar, S. K.; Thilagar, P. Chem. Commun. 2013, 49, 8558-8560
32. Song, K. C.; Lee, K. M.; Nghia, N. V.; Sung, W. Y.; Do, Y.; Lee, M. H. Organometallics 2013, 32, 817-823
33. Song, K. C.; Kim, H.; Lee, K. M.; Lee, Y. S.; Do, Y.; Lee, M. H. Dalton Trans. 2013, 42, 2351-2354
34. Swamy P, C. A.; Mukherjee, S.; Thilagar, P. Chem. Commun. 2013, 49, 993-995
35. Wade, C. R.; Ke, I.-S.; GabbaÏ, F. P. Angew. Chem., Int. Ed. 2012, 51, 478-481
36. Vadavi, R. S.; Kim, H.; Lee, K. M.; Kim, T.; Lee, J.; Lee, Y. S.; Lee, M. H. Organometallics 2012, 31, 31-34
37. Zhao, H.; GabbaÏ, F. P. Organometallics 2012, 31, 2327-2335
38. Song, K. C.; Lee, K. M.; Kim, H.; Lee, Y. S.; Lee, M. H.; Do, Y. J. Organomet. Chem. 2012, 713, 89-95
39. Wade, C. R.; GabbaÏ, F. P. Organometallics 2011, 30, 4479-4481
40. Kim, Y.; Huh, H.-S.; Lee, M. H.; Lenov, I. L.; Zhao, H.; GabbaÏ, F. P. Chem. Eur. J. 2011, 17, 2057-2062
41. Lee, K. M.; Huh, J. O.; Kim, T.; Do, Y.; Lee, M. H. Dalton Trans. 2011, 40, 11758-11764
42. Zhao, H.; GabbaÏ, F. P. Nat. Chem. 2010, 2, 984-990
43. Xu, W.-J.; Liu, S.-J.; Zhao, X.-Y.; Sun, S.; Cheng, S.; Ma, T.-C.; Sun, H.-B.; Zhao, Q.; Huang, W. Chem. Eur. J. 2010, 16, 7125-7133
44. Matsumoto, T.; Wade, C. R.; GabbaÏ, F. P. Organometallics 2010, 29, 5490-5495
45. Kim, Y.; Zhao, H.; GabbaÏ, F. P. Angew. Chem., Int. Ed. 2009, 48, 4957-4960
46. Wade, C. R.; GabbaÏ, F. P. Dalton Trans. 2009, 9169-9175
47. Chiu, C.-W.; Kim, Y.; GabbaÏ, F. P. J. Am. Chem. Soc. 2009, 131, 60-61
48. Kim, Y.; GabbaÏ, F. P. J. Am. Chem. Soc. 2009, 131, 3363-3369
49. Agou, T.; Sekine, M.; Kobayashi, J.; Kawashima, T. Chem. Eur. J. 2009, 15, 5056-5062
50. Hudnall, T. W.; Kim, Y.-M.; Bebbington, M. W. P.; Bourissou, D.; GabbaÏ, F. P. J. Am. Chem. Soc. 2008, 130, 10890-10891
51. Hudnall, T. W.; GabbaÏ, F. P. Chem. Commun. 2008, 4596-4597
52. Chiu, C.-W.; GabbaÏ, F. P. Dalton Trans. 2008, 814-817
53. Lee, M. H.; GabbaÏ, F. P. Inorg. Chem. 2007, 46, 8132-8138
54. Lee, M. H.; Agou, T.; Kobayashi, J.; Kawashima, T.; GabbaÏ, F. P. Chem. Commun. 2007, 1133-1135
55. Hudnall, T. W.; GabbaÏ, F. P. J. Am. Chem. Soc. 2007, 129, 11978-11986
56. Chiu, C.-W.; GabbaÏ, F. P. J. Am. Chem. Soc. 2006, 128, 14248-14249
57. Ko, S.-B.; Lu, J.-S.; Kang, Y.; Wang, S. Organometallics 2013, 32, 599-608
58. Song, K. C.; Kim, H.; Lee, K. M.; Lee, Y. S.; Do, Y.; Lee, M. H. Sens. Actuators B 2013, 176, 850-857
59. Sun, Y.; Hudson, Z. M.; Rao, Y.; Wang, S. Inorg. Chem. 2011, 50, 3373-3378
60. Sun, Y.; Wang, S. Inorg. Chem. 2009, 48, 3755-3767
61. Huh, J. O.; Kim, H.; Lee, K. M.; Lee, Y. S.; Do, Y.; Lee, M. H. Chem. Commun. 2010, 46, 1138-1140
62. Wade, C. R.; GabbaÏ, F. P. Inorg. Chem. 2010, 49, 714-720
63. Sun, Y.; Ross, N.; Zhao, S.-B.; Huszarik, K.; Jia, W.-L.; Wang, R.-Y.; Macartney, D.; Wang, S. J. Am. Chem. Soc. 2007, 129, 7510-7511
64. Sun, Y.; Wang, S. Inorg. Chem. 2010, 49, 4394-4404
65. Jia, W.-L.; Bai, D.-R.; McCormick, T.; Liu, Q.-D.; Motala, M.; Wang, R.-Y.; Seward, C.; Tao, Y.; Wang, S. Chem.-Eur. J. 2004, 10, 994-1006
66. Sakuda, E.; Funahashi, A.; Kitamura, N. Inorg. Chem. 2006, 45, 10670-10677
67. Hudson, Z. M.; Sun, C.; Harris, K. J.; Lucier, B. E. G.; Schurko, R. W.; Wang, S. Inorg. Chem. 2011, 50, 3447-3457
68. Hudson, Z. M.; Zhao, S.-B.; Wang, R.-Y.; Wang, S. Chem. Eur. J. 2009, 15, 6131-6137
69. Hudson, Z. M.; Wang, S. Organometallics 2011, 30, 4695-4701
70. Rao, Y.-L.; Wang, S. Inorg. Chem. 2009, 48, 7698-7713
71. Rao, Y.-L.; Schoenmakers, D.; Chang, Y.-L.; Lu, J.-S.; Lu, Z.-H.; Kang, Y.; Wang, S. Chem. Eur. J. 2012, 18, 11306-11316
72. You, Y.; Park, S. Y. Adv. Mater. 2008, 20, 3820-3826
73. Zhao, Q.; Li, F.; Liu, S.; Yu, M.; Liu, Z.; Yi, T.; Huang, C. Inorg. Chem. 2008, 47, 9256-9264
74. Hudson, Z. M.; Wang, S. Dalton Trans. 2011, 40, 7805-7816
75. Hudson, Z. M.; Helander, M. G.; Lu, Z.-H.; Wang, S. Chem. Commun. 2011, 47, 755-757
76. Kokado, K.; Chujo, Y. Dalton Trans. 2011, 40, 1919-1923
77. Schültter, F.; Wild, A.; Winter, A.; Hager, M. D.; Baumgaertel, A.; Friebe, C.; Schubert, U. S. Macromolecules 2010, 43, 2759-2771
78. Harriman, A.; Rostron, J. P.; Cesario, M.; Ulrich, G.; Ziessel, R. J. Phys. Chem. A 2006, 110, 7994-8002
79. Ma, Z.; Cao, Y.; Li, Q.; Guedes da Silva, M. F. C.; Fraústo da Silva, J. J. R.; Pombeiro, A. J. L. J. Inorg. Biochem. 2010, 104, 704-711
80. Ma, Z.; Liang, B.; Yang, M.; Lu, L. Acta Crystallogr., Sect. E 2012, 68, m298-m299
81. Zhao, Y.-H.; Pan, H.; Fu, G.-L.; Lin, J.-M.; Zhao, C.-H. Tetrahedron Lett. 2011, 52, 3832-3835
82. Kawachi, A.; Tani, A.; Shimada, J.; Yamamoto, Y. J. Am. Chem. Soc. 2008, 130, 4222-4223
83. Sun, H.; Dong, X.; Liu, S.; Zhao, Q.; Mou, X.; Yang, H. Y.; Huang, W. J. Phys. Chem. C 2011, 115, 19947-19954
84. Henze, O.; Lentz, D.; Schlüter, A. D. Chem. Eur. J. 2000, 6, 2362-2367
85. Sun, C.; Lu, J.; Wang, S. Org. Lett. 2011, 13, 1226-1229
86. Potts, K. T.; Konwar, D. J. Org. Chem. 1991, 56, 4815-4816
87. Brouwer, A. M. Pure Appl. Chem. 2011, 83, 2213-2228
88. Melhuish, W. H. J. Phys. Chem. 1961, 65, 229-235
89. Arvai, A. J.; Nielsen, C. ADSC Quantum-210 ADX Program; Area Detector System Corporation, Poway, CA, USA, 1983.
90. Otwinowski, Z.; Minor, W., Processing of X-ray Diffraction Data Collected in Oscillation Mode. In Methods in Enzymology; Carter, C. W.; Sweet, R. M., Eds.; Academic Press: New York, 1997; Vol. 276, pp 307-326.
91. Sheldrick, G. M. SHELXS-97: Program for the Solution of Crystal Structures; University of Göttingen, Göttingen, Germany, 2008.
92. Sheldrick, G. M. SHELXL-97: Program for the Refinement of Crystal Structures; University of Göttingen, Göttingen, Germany, 2008.
93. Sheldrick, G. M. Acta Crystallogr., Sect. A 2008, 64, 112-122
94. Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623-11627
95. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785-789
96. Binkley, J. S.; Pople, J. A.; Hehre, W. J. J. Am. Chem. Soc. 1980, 102, 939-947
97. Runge, E.; Gross, E. K. U. Phys. Rev. Lett. 1984, 52, 997-1000
98. Mennucci, B.; Tomasi, J.; Cammi, R.; Cheeseman, J. R.; Frisch, M. J.; Devlin, F. J.; Gabriel, S.; Stephens, P. J. J. Phys. Chem. A 2002, 106, 6102-6113
99. Cammi, R.; Tomasi, J. J. Comput. Chem. 1995, 16, 1449-1458
100. Miertuš, S.; Scrocco, E.; Tomasi, J. Chem. Phys. 1981, 55, 117-129
101. Frisch, M. J., Gaussian 09, Revision A.02; Gaussian, Inc., Wallingford, CT, 2009.