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Syntheses, Crystal Structures, and Spectral Properties of Two Coordination Compounds Based on 1,2-Bis(benzimidazolyl)benzene

  • Meng, Fa-Yan (College of Chemistry and Chemical Engineering, Guangxi University) ;
  • Jiang, Bing-Li (College of Chemistry and Chemical Engineering, Guangxi University) ;
  • Lin, Cui-Wu (College of Chemistry and Chemical Engineering, Guangxi University) ;
  • Wang, Li (College of Chemistry and Chemical Engineering, Guangxi University) ;
  • Tan, Xiao-He (College of Chemistry and Chemical Engineering, Guangxi University)
  • Received : 2010.10.02
  • Accepted : 2010.12.07
  • Published : 2011.03.20

Abstract

Two new benzimidazolyl-containing complexes have been synthesized by reactions of $Cu^{II}$ salts and 1,2-bis(benzimidazolyl) benzene ($H_2bbbz$) with two different dicarboxylate ligands. When phthalate acid ($H_2pt$) was employed as secondary ligand, a 0D molecular complex Cu$(H_2bbbz)(pt){\cdot}(H_2pt)$ (1)was furnished and when the secondary ligand was instead by a linear bridging ligand of terephthalic acid ($H_2tp$) a 1D zipper-like coordination polymer $[Cu(H_2bbbz)(tp){\cdot}2(C_2H_5OH){\cdot}H_2O]_n$ (2) was obtained, suggesting the structure-direction effect of the secondary dicarbxylate ligand. The preliminary investigation on the spectral properties of the complexes was also presented.

Keywords

References

  1. Sudik, A.-C.; Cote, A.-P.; Wong-Foy, A.-G.; O'Keeffe, M.; Yaghi, O. M. Angew. Chem., Int. Ed. 2006, 45, 2528. https://doi.org/10.1002/anie.200600175
  2. Hong, M.-C. Cryst. Growth Des. 2007, 7, 10. https://doi.org/10.1021/cg068015h
  3. Robson, R. Dalton Trans. 2008, 5113.
  4. Shi, X. -J.;Wang, X.; Li, L.-K.; Hou, H.-W.; Fan, Y.-T. Cryst. Growth Des. 2010, 10, 2490. https://doi.org/10.1021/cg900566v
  5. Poulsen, R. D.; Bentien, A.; Chevalier, M.; Iversen, B. B. J. Am. Chem. Soc. 2005, 127, 9156. https://doi.org/10.1021/ja051233z
  6. Luo, F.;Hu, D.-X.;Xue, L.; Che, Y.-X.; Zheng, J.-M. Cryst. Growth Des. 2007, 7, 851. https://doi.org/10.1021/cg060823l
  7. Xiang, S.-C.;Wu,X.-T.; Zhang, J.-J.; Fu, R.-B.;Hu, S.-M.; Zhang,X.-D. J. Am. Chem. Soc. 2005, 127, 16352. https://doi.org/10.1021/ja0546065
  8. Yaghi, O. M.; Li, H.-L. J. Am. Chem. Soc. 1996, 118, 295. https://doi.org/10.1021/ja953438l
  9. Min, K.-S.; Suh, M.- P. J. Am. Chem. Soc. 2000, 122, 6834. https://doi.org/10.1021/ja000642m
  10. Hu, S.; Zhang, J.-P.; Li, H.-X.; Tong,M.-L.; Chen, X.-M.; Kitagawa,S. Cryst. Growth Des. 2007, 7, 2286 https://doi.org/10.1021/cg070602v
  11. Kitagawa, S.; Kitaura, R.; Noro, S. Angew. Chem.,Int. Ed. 2004, 43, 2334. https://doi.org/10.1002/anie.200300610
  12. Mckinlay, R.M.; Thallapally, P.K.;Atwood, J. L. Chem. Commun.2006, 2956.
  13. Wu, C.-D.; Hu, A.; Zhang, L.; Lin,W.-B. J. Am. Chem. Soc.2005, 127, 8940. https://doi.org/10.1021/ja052431t
  14. Ohmori,O.; Fujita, M. Chem. Commun. 2004,1586.
  15. Fujita, M.; Kwon, Y. J.;Washizu, S.; Ogura, K. J. Am. Chem. Soc. 1994, 116, 1151. https://doi.org/10.1021/ja00082a055
  16. Seo, J.-S.; Whang, D.; Lee, H.;Jun, S.-I.; Oh, J.; Jeon, Y.-J.; Kim, K. Nature 2000, 404, 982. https://doi.org/10.1038/35010088
  17. Myers, L. K.; Langhoff, C.; Thompson, M. E. J. Am. Chem. Soc.1992, 114, 7560. https://doi.org/10.1021/ja00045a036
  18. Liu, X.; Huang, K.-L. Inorg. Chem. 2009, 48, 8653. https://doi.org/10.1021/ic900611u
  19. Liu, X.-Q.; Liu, Y.-Y.; Hao, Y.-J.; Yang, X.-J.; Wu, B. Inorg. Chem.Commun. 2010, 13, 511. https://doi.org/10.1016/j.inoche.2010.01.024
  20. Wang, B.; Cote, A. P.; Furukawa, H.; O'Keeffe, M.; Yaghi, O. M. Nature 2008, 453, 207. https://doi.org/10.1038/nature06900
  21. Banerjee, R.; Phan, A.;Wang, B.;Knobler, C.; Furukawa, H.; O'Keeffe,M.; Yaghi, O.M. Science2008, 319, 939. https://doi.org/10.1126/science.1152516
  22. Hayashi,H.; Cote, A. P.; Furukawa, H.; O'Keeffe, M.; Yaghi, O. M. Nat. Mater. 2007, 6, 501. https://doi.org/10.1038/nmat1927
  23. Hulvey, Z.; Ayala, E.; Furman, J. D.; Forster, P.M.; Cheetham,A. K. Cryst. Growth Des. 2009, 9, 4759. https://doi.org/10.1021/cg9006058
  24. Wen, L.-L.; Li, Y.-Z.; Lu, Z.-D.; Lin, J.-G.; Duan, C.-Y.; Meng,Q.-J. Cryst. Growth Des. 2006, 6, 530. https://doi.org/10.1021/cg050458i
  25. Mo, H.-J.; Zhong, Y.-R.; Cao, M.-L.; Ou, Y.-C.; Ye, B.-H. Cryst.Growth Des. 2009, 9, 488. https://doi.org/10.1021/cg800747t
  26. Zheng, S.-R.; Yang, Q.-Y.; Yang, R.; Pan, M.; Cao, R.; Su,C.-Y. Cryst. Growth Des. 2009, 9, 2341. https://doi.org/10.1021/cg801228x
  27. Cunha-Silva, L.; Lima, S.; Ananias, D.; Silva, P.; Mafra, L.; Carlos, L. D.; Pillinger,M.; Valente, A. A.; Almeida Paz, F. A.; Rocha, J. J. Mater. Chem.2009, 17, 2618.
  28. Banerjee, R.; Furukawa, H.; Britt, D.; Knobler, C.; O’Keeffe,M.; Yaghi, O.M. J. Am. Chem. Soc. 2009, 131, 3875. https://doi.org/10.1021/ja809459e
  29. Sirjoosingh,A.;Alavi, S.;Woo, T.K. J. Phys. Chem. C. 2010, 114, 2171. https://doi.org/10.1021/jp908058n
  30. Baburin, I. A.; Leoni, S.; Seifert, G. J. Phys. Chem. B 2008,112, 9437.
  31. Phan,A.;Doonan, C. J.;Uribe-Romo, F. J.;Knobler, C. B.; O’keeffe,M.; Yaghi, O.M. Acc. Chem. Res. 2010, 43, 58. https://doi.org/10.1021/ar900116g
  32. Ye, B.-H.;Ding, B.-B.;Weng,Y.-Q.; Chen,X.-M. Cryst. Growth Des. 2005, 5, 801. https://doi.org/10.1021/cg049742k
  33. Ding, B.-B.;Weng,Y.-Q.;Mao, Z.-W.; Lam,C.-K.; Chen, X.-M.; Ye, B.-H. Inorg. Chem. 2005, 44, 8836. https://doi.org/10.1021/ic051195k
  34. Moon, D.; Lah,M. S. Inorg. Chem. 2002, 41, 4708. https://doi.org/10.1021/ic011155q
  35. Choi,H. J.; Suh,M. P. Inorg. Chem. 1999, 38, 6309. https://doi.org/10.1021/ic990664d
  36. Cui, R.-H.; Xu,Y.-H.; Jiang, Z.-H. Inorg. Chem. Commun. 2009, 12, 933. https://doi.org/10.1016/j.inoche.2009.07.013
  37. Li, X.-P.; Zhang, J.-Y.; Pan, M.; Zheng, S.-R.; Liu, Y.; Su, C.-Y.Inorg. Chem. 2007, 46, 4617. https://doi.org/10.1021/ic070309k
  38. Jang, J.-J.; Li, L.;Yang, T.;Kuang,D.-B.; Wang, W.; Su, C.-Y. Chem. Commun. 2009, 238.
  39. Li, X.-P.; Pan, M.; Zheng, S.-R.; Liu, Y.-R.; He, Q.-T.; Kang,B.-S.; Su, C.-Y. Cryst. Growth Des. 2007, 7, 2481. https://doi.org/10.1021/cg070080j
  40. Li,H.; Eddaoudi, M.;O'Keeffe, M.;Yaghi, O.M. Nature 1999, 402, 276. https://doi.org/10.1038/46248
  41. Chui,S.S. Y.;Lo, S.M.F.;Charmant, J.P.H.;Orpen, A. G.;William, I. D. Science 1999, 1148, 283.
  42. Kim, J.; Chen, B.; Reineke, T.M.; Li, H.; Eddaoudi,M.; Moler, D. B.; ÓKeeffe, M.; Yaghi, O.M. J. Am. Chem. Soc. 2001, 123, 8239. https://doi.org/10.1021/ja010825o
  43. Wang, Z.-Q.; Kravtsov, V. C.; Zaworotko, M. J. Angew. Chem., Int. Ed. 2005, 44, 2877. https://doi.org/10.1002/anie.200500156
  44. Barthelet, K.;Marrot, J.; Riou, D.; Ferey, G. Angew. Chem., Int. Ed. 2002, 41, 281. https://doi.org/10.1002/1521-3773(20020118)41:2<281::AID-ANIE281>3.0.CO;2-Y
  45. Zheng,Y.-Q.; Lin, J.-L. Z. Kristallogr. New Cryst. Struct. 2000,157, 215.
  46. Suresh, E.; Bhadbhade,M.M.;Venkatasubramanian, K. Polyhedron 1999, 657, 18.
  47. Zheng,Y.-Q.; Lin, J.-L.;Pan, A.-Y. Z. Anorg. Allg. Chem. 2000,1718, 626.
  48. Fleck,M.; Tillmanns, E.; Bohaty, L. Z. Kristallogr.New Cryst. Struct. 2000, 619, 215.
  49. Michaelides,A.; Kiritsis,V.; Skoulika, S.;Aubry, A. Angew. Chem.Int. Ed. 1993, 32, 1495. https://doi.org/10.1002/anie.199314951
  50. Prajapati,R.;Mishra,L.;Kimura,K.; Raghavaiah, P. Polyhedron2009, 28, 600. https://doi.org/10.1016/j.poly.2008.11.059
  51. Zhang, L.-Y.; Liu,G.-F.; Zheng,S.-L.; Ye, B.-H.;Zhang, X.-M.; Chen, X.-M. Eur. J. Inorg. Chem. 2003, 2965.
  52. Lucinda,M.D.; Eleni,V.; Eduardo,G.V.; Peter, L.; Alexander,J.B.; Claire,W.; Martyn, P. Green Chem. 2003, 5, 187. https://doi.org/10.1039/b212394k
  53. Wang, Z.-Y.; Wang, L.-G. Chinese J. Struct. Chem. 2005, 24, 35.
  54. Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr.2008, A64, 112.
  55. Addison, A. W.; Rao, T. N. J. Chem. Soc. Dalton Trans. 1984,1349.
  56. Afreen, F.; Mathur, P.; Rheingold, A. Inorg. Chim. Acta 2005,358, 1125. https://doi.org/10.1016/j.ica.2004.09.062
  57. Kong, L-.L.;Gao, S.; Huo, L.-H.; Ng, S.W. Acta Cryst. 2003, E59,m3153.
  58. Sun, J.-Y.; Tong,X.-D.;Xu,H.-Z. Inorg.Chem. Commun. 2010,13, 645. https://doi.org/10.1016/j.inoche.2010.03.009
  59. Piguet, C.; Williams, A. F.; Bernardinell, G.; Moret, E.; Bunzli, J. C. G. Helv. Chim. Acta 1992, 75, 1697. https://doi.org/10.1002/hlca.19920750523
  60. Liu, S.-G.; Zuo, J.-L.; Li, Y.-Z.; You, X.-Z. J. Mol. Struct. 2004,705, 153. https://doi.org/10.1016/j.molstruc.2004.07.006
  61. Meng, F.-Y.; Zhou, Y.-L.; Zou, H.-H.; Zeng, M.-H.; Liang, H. J.Mol. Struct. 2009, 920, 238. https://doi.org/10.1016/j.molstruc.2008.11.023
  62. Lin,Y.-W.; Tong, Y.-P. Inorg. Chem. Commun. 2009, 12, 208. https://doi.org/10.1016/j.inoche.2008.12.013
  63. Chen, C.-L.; Zhang, Q.; Yao, J.-H.; Zhang, J.-Y.; Kang B.-S.;Su, C.-Y. Inorg.Chim. Acta. 2008, 361, 2934. https://doi.org/10.1016/j.ica.2008.02.062
  64. Huang, L.; Zhong,A.-G.; Chen, D.-B.; Liang, H.-D. J. Mol. Struct. 2009, 922, 135. https://doi.org/10.1016/j.molstruc.2008.12.056
  65. Xiao, B.; Hou H.-W.; Fan,Y.-T.; Tang, M.-S. Inorg. Chem.Commun. 2007, 10, 376. https://doi.org/10.1016/j.inoche.2006.12.003
  66. Guo, C.-Y.; Wang, Y.-Y.; Xu, K.-Z.; Zhu, H.-L.; Liu, P.; Shi,Q. Z.; Peng. S.M. Polyhedron 2008, 27, 3529. https://doi.org/10.1016/j.poly.2008.08.018
  67. Che,G.-B.; Liu,C.-B.; Liu, B.;Wang, Q.-W.; Xu, Z.-L. Cryst Eng Comm. 2008,10, 184. https://doi.org/10.1039/b712015j
  68. Zou, J.-P.; Peng, Q.;Wen, Z.-H.; Zeng, G.-S.; Xing,Q.-J.; Guo, G.-C. Cryst. Growth Des. 2010, 10, 2613. https://doi.org/10.1021/cg100104t
  69. Zhang, J.-P.; Lin, Y.-Y.; Huang, X.-C.; Chen, X.-M. J. Am.Chem. Soc. 2005, 127, 5495. https://doi.org/10.1021/ja042222t
  70. Zou, J.-P.;Wen, Z.H.; Peng,Q.;Zeng, G.-S.; Xing, Q.-J.; Chen,M.-H. J. Coord. Chem. 2009, 62,3324. https://doi.org/10.1080/00958970903062871
  71. Wei, K.-J.; Ni, J.; Xie, Y.-S.; Liu, Q.-L. Inorg. Chem. Commun.2007, 10, 279. https://doi.org/10.1016/j.inoche.2006.10.030

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