中文
Earlier issues
Announcement
More
Progress in Chemistry 2013, Vol. 25 Issue (0203): 288-295 DOI: 10.7536/PC120730 Previous Articles   Next Articles

• Review •

Reactive Fluorescent Chemosensors for Fluoride Ions Based on Organosilicon Compounds

Bao Yinyin, Bai Ruke*   

  1. CAS Key Laboratory of Soft Matter Chemistry, Department of Polymer Science and Engineering, University of Science and Technology of China, Hefei 230026, China
  • Received: Revised: Online: Published:
PDF ( 1282 ) Cited
Export

EndNote

Ris

BibTeX

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

Key words: fluorescent sensors, fluoride ion, reactive sensors, organosilicon compounds

CLC Number: 

[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
[1] Xi Wang, Rui Hu, Shayu Li. Design Strategy and Application of F- Luminescent Probes [J]. Progress in Chemistry, 2018, 30(9): 1364-1379.
[2] Zhong Keli, Guo Baofeng, Zhou Xue, Cai Kedi, Tang Lijun, Jin Longyi. Ionics Fluorescent Chemsensor Based on Pyrene [J]. Progress in Chemistry, 2015, 27(9): 1230-1239.
[3] Lin Qi, Liu Xin, Chen Pei, Wei Taibao, Zhang Youming. Colorimetric and Fluorescent Cyanide Anion Sensors [J]. Progress in Chemistry, 2013, 25(12): 2131-2146.
[4] Li Hui, Kong Deming. Applications of DNAzymes in the Detection of Heavy Metal Ions [J]. Progress in Chemistry, 2013, 25(12): 2119-2130.
[5] Qin Xueying, Wang Jinglun, Zhang Lingzhi. Organosilicon Based Electrolytes for Lithium-Ion Batteries [J]. Progress in Chemistry, 2012, 24(05): 810-822.
[6] Ding Yubin, Zhu Weihong, Xie Yongshu. Zinc Fluorescent Sensors with Receptors Derived from DPA [J]. Progress in Chemistry, 2011, 23(12): 2478-2488.
[7] Shu-Juan Liu Qiang Zhao Wen-Juan Xu. Fluoride sensors based on organoboron compounds [J]. Progress in Chemistry, 2008, 20(11): 1708-1715.