中文 |
English |
Email Alert
基于有机硅化合物的反应型氟离子荧光化学传感器
Reactive Fluorescent Chemosensors for Fluoride Ions Based on Organosilicon Compounds
作为半径最小的阴离子,氟离子(F-)表现出高电负性和强碱性,因而具有特殊的化学性质。由于F-与人类健康和环境安全密切相关,因此它的识别与检测已引起了人们极大的关注。到目前为止,用于选择性检测F-的荧光化学传感器已有大量报道,这些传感器主要是基于有机硼化合物和氢键质子给体。与这些传感器相比,反应型传感器具有更高的选择性,并且更容易在水环境中实现F-检测。本文根据有机硅化合物的结构不同,分别综述了近年来基于硅醚、硅炔及其他有机硅化合物的反应型氟离子荧光化学传感器的合成研究进展,其中包括本课题组的一些研究工作。
Among the anions, fluoride ion is the smallest one and has unique chemical properties because of the high electronegativity and strong basicity. Since fluoride ion is important for human health and environment, the detection of fluoride ion has received much attention recently. Up to now, numerous fluorescent and chromogenic sensors have been reported for detection of fluoride ion, based on organic boron compounds and hydrogen-bonding donors. Compared with these sensors, reaction-based sensors exhibit higher selectivity and are more suitable for detection in aqueous environment. In this paper, the recent progress on the study of reactive fluorescent sensors for fluoride ion, including the achievements of our research group, is summarized. Contents
1 Introduction
2 Design principles
3 Reactive fluorescent chemosensors for F-
3.1 F- fluorescent sensors based on silyl ether
3.2 F- fluorescent sensors based on silyl acetylene
3.3 Other reactive F- sensors
4 Outlook
fluorescent sensors
[1] Gale P A. Coord. Chem. Rev., 2001, 213: 79-128
[2] Sessler J L, Davis J M. Acc. Chem. Res., 2001, 34: 989-997
[3] Beer P D, Gale P A. Angew. Chem. Int. Ed., 2001, 40: 486-516
[4] Martinez-Máñez R, Sancenón F. Chem. Rev., 2003, 103: 4419-4476
[5] Gunnlaugsson T, Glynn M, Tocci G M, Kruger P E, Pfeffer F M. Coord. Chem. Rev., 2006, 250: 3094-3117
[6] Horowitz H S. J. Public Health Dent., 2003, 63: 3-10
[7] Farley J R, Wergedal J E, Baylink D J. Science, 1983, 222: 330-332
[8] Kleerekoper M. Endocrinol. Metab. Clin. North Am., 1998, 27: 441-452
[9] Weatherall J A. Pharmacology of Fluorides. in Handbook of Experimental Pharmacology XX/1. Berlin: Springer-Verlag, 1969. Part 1. 141-172
[10] Cittanova M L, Lelongt B, Verpont M C. Anesthesiology, 1996, 84: 428-435
[11] Singh P P, Barjatiya M K, Dhing S, Bhatnagar R, Kothari S, Dhar V. Urol. Res., 2001, 29: 238-244
[12] Cametti M, Rissanen K. Chem. Commun., 2009, 2809-2829
[13] Martinez-Máñez R, Sancenón F. J. Fluoresc., 2005, 15: 267-285
[14] Wade C R, Broomsgrove A E J, Aldridge S, Gabbaï F P. Chem. Rev., 2010, 110: 3958-3984
[15] Yamaguchi S, Akiyama S, Tamao K. J. Am. Chem. Soc., 2001, 123: 11372-11375
[16] Liu X, Bai D, Wang S. Angew. Chem. Int. Ed., 2006, 45: 5475-5478
[17] Cho E J, Moon J W, Ko S W, Lee J Y, Kim S K, Yoon J, Nam K C. J. Am. Chem. Soc., 2003, 125: 12376-12377
[18] Boiocchi M, Boca L D, Gómez D E, Fabbrizzi L, Licchelli M, Monzani E. J. Am. Chem. Soc., 2004, 126: 16507-16514
[19] Anzenbacher P Jr, Jursíková K, Sessler J L. J. Am. Chem. Soc., 2000, 122: 9350-9351
[20] Mizuno T, Wei W H, Eller L R, Sessler J L. J. Am. Chem. Soc., 2002, 124: 1134-1135
[21] Maeda H, Haketa Y, Nakanishi T. J. Am. Chem. Soc., 2007, 129: 13661-13674
[22] Corey E J, Venkateswarlu A. J. Am. Chem. Soc., 1972, 94: 6190-6191
[23] Collington E W, Finch H, Smith I J. Tetrahedron Lett., 1985, 26: 681-684
[24] Shimshock S J, Waitermire R E, Deshong P. J. Am. Chem. Soc., 1991, 113: 8791-8796
[25] Zhang W, Robins M J. Tetrahedron Lett., 1992, 33: 1177-1180
[26] Corey E J, Yi K Y. Tetrahedron Lett., 1992, 33: 2289-2290
[27] Yamaguchi S, Akiyama S, Tamao K. J. Am. Chem. Soc., 2000, 122: 6793-6794
[28] Kim T H, Swager T M. Angew. Chem. Int. Ed., 2003, 42: 4803-4806
[29] Kim S Y, Hong J I. Org. Lett., 2007, 9: 3109-3112
[30] Kim S Y, Park J, Koh M, Park S B, Hong J I. Chem. Commun., 2009, 4735-4737
[31] Yang X. Spectrochim. Acta Part A, 2007, 67: 321-326
[32] Yang X, Ye S, Bai Q, Wang X. J. Fluoresc., 2007, 17: 81-87
[33] Yang X, Qi H, Wang L, Su Z, Wang G. Talanta, 2009, 80: 92-97
[34] Jiang X, Vieweger M C, Bollinger J C, Dragnea B, Lee D. Org. Lett., 2007, 9: 3579-3582
[35] Bhalla V, Singh H, Kumar M. Org. Lett., 2010, 12: 628-631
[36] Bozdemir O A, Sozmen F, Buyukcakir O, Guliyev R, Cakmak Y, Akkaya E U. Org. Lett., 2010, 12: 1400-1403
[37] Hu R, Feng J, Hu D, Wang S, Li S, Li Y, Yang G. Angew. Chem. Int. Ed., 2010, 49: 4915-4918
[38] Bao Y, Liu B, Wang H, Tian J, Bai R. Chem. Commun., 2011, 47: 3957-3959
[39] Bao Y, Liu B, Du F, Wang H, Tian J, Bai R. J. Mater. Chem., 2012, 22: 5291-5294
[40] Zhang J F, Lim C S, Bhuniya S, Cho B R, Kim J S. Org. Lett., 2011, 13: 1190-1193
[41] Cao X, Lin W, Yu Q, Wang J. Org. Lett., 2011, 13: 6098-6101
[42] Cao J, Zhao C, Feng P, Zhang Y, Zhu W. RSC Adv., 2012, 2: 418-420
[43] Sokkalingam P, Lee C H. J. Org. Chem., 2011, 76: 3820-3828
[44] Zhu B, Yuan F, Li R, Li Y, Wei Q, Ma Z, Du B, Zhang X. Chem. Commun., 2011, 47: 7098-7100
[45] Jiang Y, Hu X, Hu J, Liu H, Zhong H, Liu S. Macromolecules, 2011, 44: 8780-8790
[46] Rao M R, Mobin S M, Ravikanth M. Tetrahedron, 2010, 66: 1728-1734
[47] Buckland D, Bhosale S V, Langford S J. Tetrahedron Lett., 2011, 52: 1990-1992
[48] Fu L, Jiang F, Fortin D, Harvey P D, Liu Y. Chem. Commun., 2011, 47: 5503-5505
[49] Lu H, Wang Q, Li Z, Lai G, Jiang J, Shen Z. Org. Biomol. Chem., 2011, 9: 4558-4562
[50] Descalzo A B, Jiménez D, Haskouri J E, Beltrán D, Amorós P, Marcos M D, Martínez-Máñez R, Sotoa J. Chem. Commun., 2002, 562-563
[51] 肖文香(Xiao W X), 肖丹(Xiao D). 化学研究与应用(Chemical Research and Application), 2009, 21: 1320-1322
[52] Zhu C Q, Chen J L, Zheng H, Wu Y Q, Xu J G. Anal. Chim. Acta, 2005, 539: 311-316
/
| 〈 |
|
〉 |
PDF
(1295KB)
