葫芦脲在色谱固定相中的研究进展

doi:10.3724/SP.J.1123.2015.09005

摘要/Abstract

摘要：

葫芦脲是超分子化学中继冠醚、环糊精、杯芳烃之后发展起来的又一类新型高度对称的桶状大环主体分子,是一种由多个甘脲单元组成的大环穴状配体,被誉为"第四代超分子化合物"。由于其具有特殊的分离选择性和稳定性,在超分子化学和色谱的交叉领域备受关注。本文从葫芦脲的结构特征出发,侧重概述了葫芦脲同系物及其衍生物在色谱固定相中的研究现状和进展。

关键词: 固定相, 葫芦脲, 色谱

Abstract:

Cucurbit[n]urils (CB[n]), a kind of host molecules of the fourth generation supramolecule followed crown ethers, cyclodextrins and calixarenes in supramolecular chemistry, are macrocyclic ligands and consist of several glycoluril units. Their special molecular recognition based on unique separation selectivity and stability have gained great interest in supramolecular chemistry and chromatography. Hereby, we give a review of research progresses of cucurbit[n]urils structural features, its homologues and derivatives and their applications in chromatographic stationary phase.

Key words: chromatography, cucurbituril (CB), stationary phases

中图分类号:

O658

齐丰莲, 徐玉东, 孟子晖, 薛敏, 徐志斌, 邱丽莉, 崔可建. 葫芦脲在色谱固定相中的研究进展[J]. 色谱, 2015, 33(11): 1134-1139.

QI Fenglian, XU Yudong, MENG Zihui, XUE Min, XU Zhibin, QIU Lili, CUI Kejian. Advances in cucurbituril bonded stationary phases for chromatographic separation[J]. Chinese Journal of Chromatography, 2015, 33(11): 1134-1139.

参考文献

[1] Chang Y X, Qiu Y Q, Du L M, et al. Analyst, 2011, 136(20): 4168
[2] Huang Y, Xue S F, Zhu Q J, et al. Asian J Chem, 2013, 25(16): 8964
[3] Wang G Q, Du L M, Guo Y H, et al. Anal Methods-UK, 2013, 5(1): 173
[4] Yao F H, Liu H L, Wang G Q, et al. J Environ Sci-China, 2013, 25(6): 1245
[5] Shen C, Ma D, Meany B, et al. J Am Chem Soc, 2012, 134(17): 7254
[6] Heitmann L M, Taylor A B, Hart P J, et al. J Am Chem Soc, 2006, 128(38): 12574
[7] Da S L. Introduction to Chromatography. 2nd ed. Wuhan: Wuhan University Press (达世禄. 色谱学导论. 2版. 武汉: 武汉大学出版社), 1999
[8] Gomes Silva C, de Miguel M, Ferrer B, et al. Photochem Photobiol Sci, 2009, 8(12): 1650
[9] Joseph R, Nkrumah A, Clark R J, et al. J Am Chem Soc, 2014, 136(18): 6602
[10] Wang G Q, Qin Y F, Du L M, et al. Aust J Chem, 2013, 66(6): 701
[11] Zhao Y, Liang L L, Chen K, et al. Crystengcomm, 2013, 15(39): 7987
[12] Vogtle F. Supramolecular Chemistry. Zhang X, Lin Z H, Gao Q, transl. Changchun: Jilin University Press (Vogtle F. 超分子化学. 张希, 林志宏, 高蒨, 译. 长春: 吉林大学出版社), 1995
[13] Ghale G, Kuhnert N, Nau W M. Nat Prod Commun, 2012, 7(3): 343
[14] Li L, Sun Y C, Wang S, et al. Talanta, 2010, 81(4/5): 1643
[15] Sueldo Occello V N, Veglia A V. Anal Chim Acta, 2011, 689(1): 1643
[16] Li P P, Liu L. Prog Chem (李佩佩,刘莉. 化学进展), 2010, 22(10): 1940
[17] Lim S, Kim H, Selvapalam N, et al. Angew Chem Int Edit, 2008, 47(18): 3352
[18] Tashiro S, Shionoya M. Bull Chem Soc Jpn, 2014, 87(6): 643
[19] Wang S W. [MS Dissertation]. Nanchang: Nanchang University (王上文. [硕士学位论文]. 南昌: 南昌大学), 2007
[20] Behrend R, Meyer E, Rusche F. Liebigs Ann Chem, 1905, 33(8): 137
[21] Freeman W A, Mock W L, Shih N Y. J Am Chem Soc, 1981, 103(24): 7367
[22] Kim J, Jung S I, Kim S Y, et al. J Am Chem Soc, 2000, 122(3): 540
[23] Day A I, Arnold A P, Blanch J R, et al. J Org Chem, 2001, 66(24): 8094
[24] Lagona J, Mukhopadhyay P, Chakrabarti S, et al. Angew Chem Int Edit, 2005, 44(31): 4844
[25] Lee J W, Samal S, Selvapalam N, et al. Acc Chem Res, 2003, 36(8): 621
[26] Montes-Navajas P, Garcia H. J Phys Chem C, 2010, 114(44): 18847
[27] Kim K, Selvapalam N, Oh D H. J Incl Phenom Macrocycl Chem, 2004, 50(1/2): 31
[28] Dong N, Xue S F, Tao Z, et al. Acta Chim Sinica (董南, 薛赛凤, 陶朱, 等. 化学学报), 2007, 65(11): 1045
[29] Lin Y W, Li L F, Li G W. Carbohydr Polym, 2013, 92(1): 429
[30] Lee J W, Samal S, Selvapalam N, et al. Acc Chem Res, 2003, 36(8): 621
[31] Liu Y, You C C, Zhang H Y. Supramolecular Chemistry: Molecular Recognition and Assembly of Synthetic Receptors. Tianjin: Nankai University Press (刘育, 尤长城, 张衡益. 超分子化学: 合成受体的分子识别与组装. 天津: 南开大学出版社), 2003: 395
[32] An Q, Dong C, Zhu W, et al. Small, 2012, 8(4): 562
[33] Jansen K, Buschmann H J, Wego A, et al. J Incl Phenom Macrocycl Chem, 2001, 39(3/4): 357
[34] Zhang G L, Xu Z Q, Xue S F, et al. Chinese Journal of Inorganic Chemistry (张桂玲, 徐周庆, 薛赛凤, 等. 无机化学学报), 2003, 19(6): 655
[35] Huang Y, Xue S F, Tao Z, et al. J Incl Phenom Macrocycl Chem, 2008, 61(1/2): 171
[36] Jon S Y, Selvapalam N, Oh D H, et al. J Am Chem Soc, 2003, 125(34): 10186
[37] Nagarajan E R, Oh D H, Selvapalam N, et al. Tetrahedron Lett, 2006, 47(13): 2073
[38] Liu S M, Xu L, Wu C T, et al. Talanta, 2004, 64(4): 929
[39] Li L S, Wang S W, Huang L F, et al. Acta Chimica Sinica (李来生, 王上文, 黄丽芳, 等. 化学学报), 2008, 66(1): 63
[40] Wang S W, Li L S, Yi X G. Chinese Journal of Chromatography (王上文, 李来生, 易绣光. 色谱), 2007, 25(6): 838
[41] Cheong W J, Go J H, Baik Y S, et al. Bull Korean Chem Soc, 2008, 29(10): 1941
[42] Ma L Y, Liu S M, Wang Q, et al. J Sep Sci, 2015, 38(7): 1082
[43] Ma L Y, Liu S M, Yao L, et al. J Chromatogr A, 2015, 1376: 64
[44] Li L S, Wang S W, Chen X Q, et al. Chin J Chem, 2008, 26(2): 307
[45] Li L S, Wang S W, Liu C, et al. Acta Chimica Sinica (李来生, 王上文, 刘超, 等. 化学学报), 2007, 65(17): 1855
[46] He X Y. [MS Dissertation]. Nanchang: Nanchang University (何小英. [硕士学位论文]. 南昌: 南昌大学), 2011
[47] Zhang P, Qin S J, Qi M L, et al. J Chromatogr A, 2014, 1334: 139
[48] Wang L, Wang X G, Qi M L, et al. J Chromatogr A, 2014, 1334: 112
[49] Sun T, Ji N N, Qi M L, et al. J Chromatogr A, 2014, 1343: 167
[50] Sun T, Qi M L, Fu R N. J Sep Sci, 2015, 38(5): 821
[51] Xu L, Liu S M, Wu C T, et al. Electrophoresis, 2004, 25(18/19): 3300
[52] Wei F, Liu S M, Xu L, et al. Electrophoresis, 2005, 26(11): 2214
[53] Wei F, Feng Y Q. Talanta, 2008, 74(4): 619