High Selectivity of Enol-keto Tautomers Imine Derivative for the Recognition of Co2+†

doi:10.7503/cjcu20200085

Abstract

Abstract:

A new enol-keto tautomers imine derivative R was designed and synthesized. The recognition property of the receptor R for 18 kinds of cations was studied by ultraviolet absorption spectroscopy(UV-Vis) analysis and naked-eye detection. The results showed that the receptor R had significant recognition ability for Co²⁺, Fe²⁺ and Ni²⁺ through UV-Vis analysis, which found single colorimetric recognition of Co²⁺ by color changes. The Job’s plot indicated that the formation of complex between receptor R and Co²⁺ was in 1:1 stoichiometric ratios, and the limit of lowest detection of receptor R for Co²⁺ was 4.14×10^-7 mol/L. Meanwhile, naked recognition paper of receptor R was prepared. The enol-keto tautomerism of receptor R was illustrated during recognition process through theoretical calculation and nuclear magnetic resonance titration.

Key words: Schiff base receptor, Ion detection, Chemosensor for Co²⁺, Naked-eye detection

CLC Number:

O625

TrendMD:

CAO Cheng,CAO Tian,YAN Penji,WANG Qingyun,YUE Guoren,JI Xiangdong. High Selectivity of Enol-keto Tautomers Imine Derivative for the Recognition of Co²⁺^†[J]. Chem. J. Chinese Universities, 2020, 41(7): 1544.

Figures/Tables 13

References 39

[1]	Kaur K., Saini R., Kumar A., Luxami V., Kaur N., Singh P., Kumar S., Coord. Chem. Rev., 2012, 256(17/18), 1992—2028
[2]	Xu Y. L., Li C. T., Cao Q. Y., Wang B. Y., Xie Y., Dyes Pigm., 2017, 139, 681—687
[3]	Brown A., Beer P. D., Chem. Commun., 2016, 52(56), 8645—8658
[4]	Peng Y. X., Gan Y. T., Tao T., Qian H. F., Huang W., Chinese J. Inorg. Chem., 2017, 33(11), 2075—2082
	( 彭雨新, 甘逸涛, 陶涛, 钱惠芬, 黄伟. 无机化学学报, 2017, 33(11), 2075—2082)
[5]	Fettouche S., Boukhriss A., Tahiri M., Cherkaoui O., Bazi F., Gmouh S., Chem. Res. Chinese Universities, 2019, 35(4), 598—603
[6]	Little C., Aakre S., Rumsby M. G., Gwarsha K., Biochem. J., 1982, 207(1), 117—121 URL pmid: 6817748
[7]	Walker K. W., Bradshaw R. A., Protien Sci., 1998, 7, 2684—2687
[8]	El-safty S. A., Adsorption, 2009, 15, 227—239
[9]	Karovic O., Tonazzini I., Rebola N., Edström E., Lövdahl C., Fredholm B. B., Daré E., Biochem. Pharmacol., 2007, 73, 694—708 URL pmid: 17169330
[10]	James H., Gibb H. J., Concise International Chemical Assessment Document, 2006, 69, 29—32
[11]	Wang S. X., Cao J., Cheng Y. X., Lu C. H., Chinese Universities, 2019, 35(6), 967—971
[12]	Shahamirifard S. A., Ghaedi M., New J. Chem., 2018, 42, 2590—2604
[13]	Kaur K., Chaudhary S., Singh S., Mehta S. K ., Sens. Actuators B: Chem., 2016, 232, 396—401
[14]	Yu Z. C., Ma W. H., Wu T., Wen J., Zhang Y., Wang L. Y., Chu H. T., Chem. J. Chinese Universities, 2019, 40(11), 2286—2293
	( 喻照川, 马文辉, 吴涛, 问婧, 张永, 王丽艳, 初红涛. 高等学校化学学报, 2019, 40(11), 2286—2293)
[15]	Zhang Y. Y., Huang Y. W., Zhao B., Wang L. Y., Song B., Chem. J. Chinese Universities, 2019, 40(12), 2486—2493
	( 张莹莹, 黄译文, 赵冰, 王丽艳, 宋波. 高等学校化学学报, 2019, 40(12), 2486—2493)
[16]	Maity D., Govindaraju T., Inorg. Chem., 2011, 50, 11282—11284 URL pmid: 22004290
[17]	Sheikh T. A., Arshad M. N., Rahman M. M., Asiri A. M., Alamry K. A., J. Organomet. Chem., 2016, 822, 53—61
[18]	Chen F., Askari M. S., Ottenwaelder X., Inorg. Chimica Acta, 2013, 407, 25—30
[19]	Hirayama N., Taga J., Oshima S., Honjo T., Anal. Chim. Acta, 2002, 466, 295—301
[20]	Vashisht D., Kaur K., Jukaria R., Vashisht A., Sharma S., Mehta S. K ., Sens. Actuators B: Chem., 2019, 280, 219—226
[21]	Shree G. J., Murugesan S., Siva A., Spectrochim. Acta Part A, 2020, 226, 117613
[22]	Ramla M. M., Omar M. A., Khamry M., El-Diwani H. I., Bioorg. Med. Chem., 2006, 14, 7324—7332 URL pmid: 16860558
[23]	Roy N., Dutta A., Mondal P., Paul P. C., Singh T. S., J. Fluoresc., 2017, 27(4), 1307—1321 doi: 10.1007/s10895-017-2065-7 URL pmid: 28299532
[24]	Xiong J. J., Huang P. C., Zhang C. Y., Wu F. Y., Sens. Actuators B: Chem., 2016, 226, 30—36
[25]	Cao C., Wei T. B., Wang A. X., Lin Q., Yao H., Zhang Y. M., Process. Chem., 2011, 23(6), 1069—1080
	( 曹成, 魏太保, 王爱霞, 林奇, 姚虹, 张有明. 化学进展, 2011, 23(6), 1069—1080)
[26]	Zhang Y. M., Cao C., Wei W., Wei T. B., Acta Chim. Sinica, 2007, 24, 2947—2951
	( 张有明, 曹成, 魏微, 魏太保. 化学学报, 2007, 24, 2947—2951)
[27]	Shaghaghi Z., Spectrochim. Acta Part A: Mol. Biomol. Spectosc., 2014, 131, 67—71
[28]	Orojloo M., Amani S., Talanta, 2016, 159, 292—299 URL pmid: 27474311
[29]	Elmes R. B. P., Turner P., Jolliffe K. A., Org. Lett., 2013, 15, 5638—5641 URL pmid: 24168071
[30]	Ghosh S., Alam M. A., Ganguly A., Dalapati S., Guchhait N., Inorg. Chim. Acta, 2015, 429, 39—45
[31]	Maity D., Govindaraju T., Inorg. Chem., Inorg. Chem., 2011, 50, 11282—11284 URL pmid: 22004290
[32]	Vinayak R., Nayek H. P ., New J. Chem., 2019, 43, 16050—16057
[33]	Benesi H. A., Hildebrand J. H., J. Am. Chem. Soc., 1949, 71, 2703—2707
[34]	Miller J. N., Miller J. C., Statistics and Chemometrics for Analytical Chemistry, Pearson Education Limited, England, 2010, 124—127
[35]	Frisch M. J., Trucks G. W., Schlegel H. B., Scuseria G., Robb M., Cheeseman J., Scalmani G., Barone V., Mennucci B., Petersson G., Nakatsuji H., Caricato M., Li X., Hratchian H., Izmaylov A., Bloino J., Zheng G., Sonnenberg J., Gaussian 09, Revision A. 1: Gaussian, Gaussian Inc, Wallingford CT, 2009
[36]	Stephens P. J., Devlin F. J., Chabalowski C. F., Frisch M. J., J. Phys. Chem., 1994, 98, 11623—11627 doi: 10.1021/j100096a001 URL
[37]	Dolg M., Wedig U., Stoll H., Preuss H., J. Chem. Phys., 1987, 86(6), 866—872 doi: 10.1063/1.452288 URL
[38]	Marenich A. V., Cramer C. J., Truhlar D. G., J. Phys. Chem. B, 2009, 113(18), 6378—6396 URL pmid: 19366259
[39]	Dwivedi S. K., Razi S. S., Misra A., New J. Chem., 2019, 43, 5126—5132

Receptor+ cation	K_a/ (L?mol^-1)	R	Detection limit/ (mol?L^-1)
R+Co²⁺	2.84×10³	0.998	4.14×10^-7
R+Al³⁺	1.35×10⁴	0.975	4.57×10^-7
R+Cu²⁺	1.13×10³	0.999	1.80×10^-6

Receptor+ cation	K_a/ (L?mol^-1)	R	Detection limit/ (mol?L^-1)
R+Co²⁺	2.84×10³	0.998	4.14×10^-7
R+Al³⁺	1.35×10⁴	0.975	4.57×10^-7
R+Cu²⁺	1.13×10³	0.999	1.80×10^-6

Compd.	HOMO/eV	LUMO/eV	E_g/eV
R	-5.15	-1.57	3.58
Ⅳ	-5.50	-2.73	2.77
Ⅴ	-5.70	-2.72	2.98

Compd.	HOMO/eV	LUMO/eV	E_g/eV
R	-5.15	-1.57	3.58
Ⅳ	-5.50	-2.73	2.77
Ⅴ	-5.70	-2.72	2.98

High Selectivity of Enol-keto Tautomers Imine Derivative for the Recognition of Co²⁺^†

RichHTML

PDF (PC)

Supplement

Knowledge

Abstract

Cite this article

share this article

Figures/Tables 13

References 39

Related Articles 4

Recommended Articles

Metrics

Comments

[1]	GONG Minghui,YANG Shanshan,LI Shusheng,KUANG Rui,KONG Xiangzheng. Preparation of Fluorescence Polyurea Microspheres Through Precipitation Polymerization and Their Use for Fe³⁺ Determination^† [J]. Chem. J. Chinese Universities, 2019, 40(6): 1317.
[2]	YAN Lingling,LIU Chunguang,JIANG Mengxu. Theoretical Study on Cation Detection Ability of Pyridine-substituted Lindqvist-type Ployoxometalates Based on Linear and Nonlinear Optical Properties^† [J]. Chem. J. Chinese Universities, 2018, 39(5): 1034.
[3]	WU Fang-Ying, HU Mei-Hua, TAN Xiao-Fang, ZHAO Yong-Qiang, JI Zhao-Jun, LI Li . Application of p-Nitrobenzene Azophenol Derivatives to Anion Recognition [J]. Chem. J. Chinese Universities, 2005, 26(8): 1415.
[4]	LIU Jun-Shan, GUO Huai-Zhong, WANG Li-Ding, CHEN Rong, WANG Song, SUN Yu-Qing, LUO Yi . Fabrication and Applications of PMMA Electrophoresis Chips Connected to Fused-silica Capillaries [J]. Chem. J. Chinese Universities, 2005, 26(8): 1419.