高等学校化学学报 ›› 2016, Vol. 37 ›› Issue (8): 1421.doi: 10.7503/cjcu20160126
收稿日期:
2016-03-03
出版日期:
2016-07-14
发布日期:
2016-07-14
作者简介:
联系人简介: 李夏, 女, 博士, 教授, 博士生导师, 主要从事无机配位化学研究. E-mail:
基金资助:
DONG Gaoyun, LI Rui, FAN Tingting, LI Jiajia, LI Xia*()
Received:
2016-03-03
Online:
2016-07-14
Published:
2016-07-14
Contact:
LI Xia
E-mail:xiali@cnu.edu.cn
Supported by:
摘要:
采用水热法合成了5个稀土配合物[Sm2(bdbc)2(phen)4](1)和[Ln(bdbc)(phen)(H2O)][Ln=Eu(2), Gd(3), Tb(4), Dy(5), bdbc=(2-羧基苯氧基)苯-1,2-二羧酸根, phen=1,10-邻菲啰啉]. 配合物1是双核分子, 通过氢键和C—H…π作用进一步构筑成一维超分子结构; 配合物2~5是同构的一维双螺旋结构, 通过氢键和C—H…π作用进一步构筑成三维超分子结构. 配合物1, 2, 4和5呈现了Sm3+, Eu3+, Tb3+和Dy3+离子的特征发射, 分别对应于Sm3+离子的4G5/2→6HJ/2(J=5, 7, 9)、 Eu3+离子的5D0→7FJ(J=1—4)、 Tb3+离子的5D4→7FJ(J=6, 5, 4, 3)和Dy3+离子的4F5/2→6HJ/2(J=15, 13)跃迁. 对配合物4的荧光性质进行了表征, 结果表明, 配合物4可用作荧光探针以检测阳离子和苯甲醛.
中图分类号:
TrendMD:
董高云, 李睿, 樊婷婷, 李佳佳, 李夏. (2-羧基苯氧基)苯-1,2-二羧酸构筑的镧系配合物对苯甲醛和阳离子的荧光传感. 高等学校化学学报, 2016, 37(8): 1421.
DONG Gaoyun,LI Rui,FAN Tingting,LI Jiajia,LI Xia. Luminescence Sensing of Benzaldehyde and Cation of 3-(2-Carboxy-phenoxy)-phthalicate-based Lanthanide Complexes†. Chem. J. Chinese Universities, 2016, 37(8): 1421.
Compound | 1 | 2 | 3 | 4 | 5 |
---|---|---|---|---|---|
Empirical formula | C78H46N8O14Sm2 | C27H17N2O8Eu | C27H17N2O8Gd | C27H17N2O8Tb | C27H17N2O8Dy |
Formula weight | 1619.93 | 649.39 | 654.67 | 656.34 | 659.92 |
Temperature/K | 296(2) | 296(2) | 296(2) | 296(2) | 296(2) |
Crystal system | Monoclinic | Monoclinic | Monoclinic | Monoclinic | Monoclinic |
Space group | C2/c | P21/n | P21/n | P21/n | P21/n |
a/nm | 2.79501(11) | 1.17504(5) | 1.17519(4) | 1.1732(2) | 1.17249(4) |
b/nm | 1.33737(5) | 1.04560(4) | 1.04434(4) | 1.0427(2) | 1.04125(4) |
c/nm | 2.30816(15) | 2.01377(8) | 2.01048(7) | 2.0085(4) | 2.00662(7) |
β/(°) | 121.4560(10) | 96.7414(11) | 96.8519(11) | 96.86(3) | 96.8906(10) |
V/nm3 | 7.3599(6) | 2.45706(17) | 2.44983(15) | 2.4394(9) | 2.43210(15) |
Z | 4 | 4 | 4 | 4 | 4 |
Dc/(Mg·m-3) | 1.462 | 1.755 | 1.775 | 1.787 | 1.802 |
Absorption coefficient/mm-1 | 1.649 | 2.608 | 2.763 | 2.955 | 3.128 |
F(000) | 3224 | 1280 | 1284 | 1288 | 1292 |
Crystal size/mm | 0.328×0.069×0.056 | 0.411×0.359×0.189 | 0.339×0.204×0.156 | 0.296×0.230×0.101 | 0.382×0.116×0.091 |
θ range for data collection /(°) | 2.98—24.51 | 3.19—27.49 | 3.19—27.55 | 3.451—25.098 | 3.20—27.50 |
Limiting indices | -36≤h≤36, -17≤k≤17, -29≤l≤30 | -14≤h≤13, -12≤k≤12, -24≤l≤24 | -14≤h≤13, -12≤k≤12, -23≤l≤23 | -14≤h≤13, -12≤k≤12, -23≤l≤23 | -13≤h≤13, -12≤k≤12, -23≤l≤23 |
Reflections collected/unique | 75545/6539 | 31331/4367 | 31544 / 4354 | 32542 / 4341 | 31358 / 4324 |
Rint | 0.0920 | 0.0256 | 0.0280 | 0.0291 | 0.0326 |
Completeness(%) | 99.6 | 99.8 | 99.8 | 99.8 | 99.8 |
Data/restraints/parameters | 8519/0/460 | 4367/1/353 | 4354/1/353 | 4331/1/353 | 4324/1/353 |
Goodness-of-fit on F2 | 1.037 | 1.064 | 1.037 | 1.082 | 1.076 |
Final R indices[I>2σ(I)] | R1=0.1082, wR2=0.0991 | R1=0.0225, wR2=0.0471 | R1=0.0240, wR2=0.0434 | R1=0.0229, wR2=0.0441 | R1=0.0288, wR2=0.0459 |
R indices(all data) | R1=0.0440, wR2=0.0833 | R1=0.0194, wR2 =0.0451 | R1=0.0191, wR2=0.0411 | R1=0.0182, wR2=0.0420 | R1=0.0210, wR2=0.0432 |
CCDC No. | 1052818 | 1052814 | 1052845 | 1052846 | 1052875 |
Table 1 Crystallographic data of complexes 1—5
Compound | 1 | 2 | 3 | 4 | 5 |
---|---|---|---|---|---|
Empirical formula | C78H46N8O14Sm2 | C27H17N2O8Eu | C27H17N2O8Gd | C27H17N2O8Tb | C27H17N2O8Dy |
Formula weight | 1619.93 | 649.39 | 654.67 | 656.34 | 659.92 |
Temperature/K | 296(2) | 296(2) | 296(2) | 296(2) | 296(2) |
Crystal system | Monoclinic | Monoclinic | Monoclinic | Monoclinic | Monoclinic |
Space group | C2/c | P21/n | P21/n | P21/n | P21/n |
a/nm | 2.79501(11) | 1.17504(5) | 1.17519(4) | 1.1732(2) | 1.17249(4) |
b/nm | 1.33737(5) | 1.04560(4) | 1.04434(4) | 1.0427(2) | 1.04125(4) |
c/nm | 2.30816(15) | 2.01377(8) | 2.01048(7) | 2.0085(4) | 2.00662(7) |
β/(°) | 121.4560(10) | 96.7414(11) | 96.8519(11) | 96.86(3) | 96.8906(10) |
V/nm3 | 7.3599(6) | 2.45706(17) | 2.44983(15) | 2.4394(9) | 2.43210(15) |
Z | 4 | 4 | 4 | 4 | 4 |
Dc/(Mg·m-3) | 1.462 | 1.755 | 1.775 | 1.787 | 1.802 |
Absorption coefficient/mm-1 | 1.649 | 2.608 | 2.763 | 2.955 | 3.128 |
F(000) | 3224 | 1280 | 1284 | 1288 | 1292 |
Crystal size/mm | 0.328×0.069×0.056 | 0.411×0.359×0.189 | 0.339×0.204×0.156 | 0.296×0.230×0.101 | 0.382×0.116×0.091 |
θ range for data collection /(°) | 2.98—24.51 | 3.19—27.49 | 3.19—27.55 | 3.451—25.098 | 3.20—27.50 |
Limiting indices | -36≤h≤36, -17≤k≤17, -29≤l≤30 | -14≤h≤13, -12≤k≤12, -24≤l≤24 | -14≤h≤13, -12≤k≤12, -23≤l≤23 | -14≤h≤13, -12≤k≤12, -23≤l≤23 | -13≤h≤13, -12≤k≤12, -23≤l≤23 |
Reflections collected/unique | 75545/6539 | 31331/4367 | 31544 / 4354 | 32542 / 4341 | 31358 / 4324 |
Rint | 0.0920 | 0.0256 | 0.0280 | 0.0291 | 0.0326 |
Completeness(%) | 99.6 | 99.8 | 99.8 | 99.8 | 99.8 |
Data/restraints/parameters | 8519/0/460 | 4367/1/353 | 4354/1/353 | 4331/1/353 | 4324/1/353 |
Goodness-of-fit on F2 | 1.037 | 1.064 | 1.037 | 1.082 | 1.076 |
Final R indices[I>2σ(I)] | R1=0.1082, wR2=0.0991 | R1=0.0225, wR2=0.0471 | R1=0.0240, wR2=0.0434 | R1=0.0229, wR2=0.0441 | R1=0.0288, wR2=0.0459 |
R indices(all data) | R1=0.0440, wR2=0.0833 | R1=0.0194, wR2 =0.0451 | R1=0.0191, wR2=0.0411 | R1=0.0182, wR2=0.0420 | R1=0.0210, wR2=0.0432 |
CCDC No. | 1052818 | 1052814 | 1052845 | 1052846 | 1052875 |
Fig.2 Coordination environment of Eu3+ in complex 2(A), 1D chain structure(B) and 3D supramolecular structure via the hydrogen bonds and C—H…π interactions(C) of complex 2
Fig.5 Emission spectra(A) and the 5D4→7F5 transition intensities(B) of complex 4 in the presence of different cations(10-2 mol/L) a. H2O; b. K+; c. Ca2+; d. Li+; e. Mg2+; f. Na+; g. Pb2+; h. Ba2+; i. Zn2+; j. Al3+; k. Cd2+; l. Ni2+; m. Cu2+; n. Ag+; o. Co2+; p. Cr2+; q. Fe3+.
Fig.6 Emission spectra(A) and the 5D4→7F5 transition intensities(B) of complex 4 in the presence of different concentrations of Co2+(λex=350 nm) c(Co2+)/(mol·L-1): a. 0; b. 5×10-6; c. 1×10-5; d. 1×10-4; e. 1×10-3; f. 5×10-3; g. 5×10-2.
Fig.7 Emission spectra(A) and 5D4→7F5 transition intensities(B) of complex 4 in the presence of different concentrations of Fe3+(λex=350 nm) c(Fe3+)/(mol·L-1): a. 0; b. 5×10-6; c. 1×10-5; d. 1×10-4; e. 1×10-3; f. 5×10-3; g. 5×10-2.
Fig.8 Emission spectra(A, B) and 5D4→7F5 transition intensity(insets) of complex 4 dispersed in different solvents(λex=350 nm) (A) a. EtOAc; b. acetone; c. benzene. (B) a. Benzene; b. dichloromethane; c. methanol; d. formamide; e. dimethylbenzene; f. acetonitrile; g. DMF; h. formaldeltyde; i. benzaldehyde.
Fig.9 Emission spectra(A) and 5D4→7F5 transition intensity(B) of complex 4 dispersed in EtOAc with different concentrations of benzaldehyde(λex=350 nm) c(Benzaldehyde)/(mol·L-1): a. 10-6; b. 5×10-5; c. 10-4; d. 2×10-4; e. 3×10-4; f. 5×10-4; g. 6×10-4; h. 8×10-4.
[1] |
Pramanik, S. , Zheng, C. , Zhang, X. , Emge T., J. , Li, J. , J. Am. Chem. Soc., 2011, 133, 4153- 4155
doi: 10.1021/ja106851d URL pmid: 21384862 |
[2] | Ma L., Q. , Abney, C. , Lin, W. , Chem. Soc. Rev., 2009, 38, 1248- 1256 |
[3] |
Lee J., Y. , Farha O., K. , Roberts, J. , Scheidt K., A. , Nguyen S., T. , Hupp J., T. , Chem. Soc. Rev., 2009, 38, 1450- 1459
doi: 10.1039/b807080f URL |
[4] |
Hao J., N. , Yan, B. , Chem. Commun., 2015, 51, 7737- 7740
doi: 10.1007/s12035-015-9439-0 URL pmid: 26392295 |
[5] |
Zhang Z., J. , Xiang S., C. , Rao X., T. , Zheng, Q. , Fronczek F., R. , Qian G., D. , Chen B., L. , Chem. Commun., 2010, 46, 7205- 7207
doi: 10.1039/c0cc01236j URL pmid: 20737107 |
[6] | Li J., R. , Kuppler R., J. , Zhou H., C. , Chem. Soc. Rev., 2009, 38, 1477- 1504 |
[7] |
Wang Y., N. , Zhang, P. , Yu J., H. , Xu J., Q. , Dalton Trans., 2015, 44, 1655- 1663
doi: 10.1186/s12885-015-1887-4 URL pmid: 26541196 |
[8] | Feng, X. , Wang Y., Y. , Hu Y., C. , Chen S., P. , Zhao W., J. , Yang X., W. , J. Coord. Chem., 2012, 65, 2692- 2704 |
[9] | Wang, L. , Acta Cryst., 2013, 69, 101- 107 |
[10] |
Zhang S., Q. , Jiang F., L. , Wu M., Y. , Ma, J. , Bu, Y. , Hong M., C. , Cryst. Growth Des., 2012, 12, 1452- 1463
doi: 10.1021/cg201556b URL |
[11] |
Wang H., L. , Zhang D., P. , Sun D., F. , Chen Y., T. , Zhang L., F. , Tian L., J. , Jiang J., Z. , Ni Z., H. , Cryst. Growth Des., 2009, 9, 5273- 5282
doi: 10.3959/1536-1098-63.1.27 URL |
[12] |
Wu, H. , Yang, J. , Su Z., M. , Batten S., R. , Ma J., F. , J. Am. Chem. Soc., 2011, 133, 11406- 11409
doi: 10.1021/ja202303b URL pmid: 21728370 |
[13] |
Kong C., Y. , J. Inorg. Organomet. Polym. Mater., 2011, 21, 189- 194
doi: 10.1039/C1JM13551A URL |
[14] |
Celedonio M., A. , Lucia A., M. , Raul G., R. , Eur. J. Inorg. Chem., 2015, 29, 4921- 4934
doi: 10.1002/ejic.201500776 URL |
[15] |
Marchand, A. , Granzhan, A. , Iida, K. , Tsushima, Y. , Ma, Y. , Nagasawa, K. , Teulade-Fichou, M. , Gabelica, Valerie. , J. Am. Chem. Soc., 2015, 137, 750- 756
doi: 10.1021/ja5099403 URL pmid: 25525863 |
[16] |
Accorsi, G. , Listorti, A. , Yoosaf, K. , Armaroli, N. , Chem. Soc. Rev., 2009, 38, 1690- 1700
doi: 10.1039/b806408n URL pmid: 19587962 |
[17] | Bauer C., A. , Timofeeva T., V. , Settersten T., B. , Patterson B., D. , Liu V., H. , Simmons B., A. , Allendorf M., D. , J. Am. Chem. Soc., 2007, 129, 7136- 7144 |
[18] |
Saleem, M. , Lee K., H. , RSC Adv., 2015, 5, 72150- 72287
doi: 10.1039/C5RA13831K URL |
[19] |
Novio, F. , Simmchen, J. , Vazquez-Mera, N. , Amorin-Ferre, L. , Ruiz-Molina D., C. , Chem. Rev., 2013, 257, 2839- 2847
doi: 10.1016/j.ccr.2013.04.022 URL |
[20] |
徐布一, 叶懿, 阮若云, 颜有仪, 廖林川. 高等学校化学学报, 2015, 36( 9), 1667- 1673
doi: 10.7503/cjcu20150228 |
Xu B., Y. , Ye, Y. , Ruan R., Y. , Yan Y., Y. , Liao L., C. , Chem. J. Chinese Universities, 2015, 36( 9), 1667- 1673
doi: 10.7503/cjcu20150228 |
|
[21] |
徐惠, 代艳娜, 单洪岩, 费强, 郇延富, 李光华, 冯国栋. 高等学校化学学报, 2014, 35( 4), 736- 740
doi: 10.7503/cjcu20131096 |
Xu, H. , Dai Y., N. , Shan H., Y. , Fei, Q. , Huan Y., F. , Li G., H. , Feng G., D. , Chem. J. Chinese Universities, 2014, 35( 4), 736- 740
doi: 10.7503/cjcu20131096 |
|
[22] | Zhao, B. , Chen X., Y. , Cheng, P. , Liao D., Z. , Yan S., P. , Jiang Z., H. , J. Am. Chem. Soc., 2004, 126, 15394- 15395 |
[23] |
Harbuzaru B., V. , Corma, A. , Rey, F. , Atienzar, P. , Ananias, D. , Carlos L., D. , Rocha, J. , Angew. Chem. Int. Ed., 2008, 47, 1080- 1083
doi: 10.1002/anie.200704702 URL pmid: 18183561 |
[24] |
赵秀巧, 王会, 董丽君, 徐庆红. 高等学校化学学报, 2013, 34( 6), 1318- 1326
doi: 10.7503/cjcu20121156 |
Zhao X., Q. , Wang, H. , Dong L., J. , Xun Q., H. , Chem. J. Chinese Universities, 2013, 34( 6), 1318- 1326
doi: 10.7503/cjcu20121156 |
|
[25] | Zhou, Y. , Chen H., H. , Yan, B. , J. Mater. Chem. A., 2014, 2, 13691- 13697 |
[26] |
Hao J., N. , Yan, B. , Chem. Commun., 2015, 51, 7737- 7740
doi: 10.1007/s12035-015-9439-0 URL pmid: 26392295 |
[27] |
Shi B., B. , Zhong Y., H. , Guo L., L. , Dalton Trans., 2015, 44, 4362- 4369
doi: 10.1039/c4dt03326d URL pmid: 25641054 |
[28] | Sheldrick G., M. , SHELXS 97, Program for Crystal Structure Solution, University of Göttingen, Göttingen, 1997 |
[29] | Sheldrick G., M. , SHELXL 97, Program for Crystal Structure Refinement, University of Göttingen, Göttingen, 1997 |
[30] |
Gore A., H. , Gunjal D., B. , Kokate M., R. , Sudarsan, V. , Anbhule P., V. , Patil S., R. , Kolekar G., B. , ACS Appl. Mater. Interfaces, 2012, 4, 5217- 5226
doi: 10.1021/am301136q URL pmid: 22948013 |
[31] | Zhou, Y. , Chen H., H. , Yan, B. , J. Mater. Chem. A, 2014, 2, 13691- 13697 |
[32] |
Xiang, Z. , Fang, C. , Leng, S. , Cao, D. , J. Mater. Chem. A, 2014, 2, 7662- 7665
doi: 10.1016/j.ica.2014.09.015 URL |
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