Chemically controlled self-assembly Behaviors of Dibenzo-24-crown-8 Bearing Ammonium Salt Moiety

Author:

Tian Xia1,Han Jianrong1,zhou shengwei1,Wang Yupeng1,Li Yuting1,Wang Chengbin1,Su Wei1,Liu Shouxin1

Affiliation:

1. Hebei University of Science and Technology

Abstract

Abstract A novel [c2] daisy chain was successfully constructed by the hermaphroditic monomer of dibenzo[24]-crown-8 (DB24C8) derivative bearing secondary ammonium salt (1) from the analysis of the solution-phase behavior of parent monomers and single-crystal X-ray analysis. 1H NMR spectroscopy was employed to show that the crown ether moiety and the secondary ammonium salt unit underwent acid–base and alkali metal cation dependent switches. The complexation behavior of this hermaphroditic monomer in the solution was further demonstrated to exhibit the controlled photophysical behavior as a reversible luminescent switch in the presence of acids or bases. Solid morphology was determined by SEM

Publisher

Research Square Platform LLC

Reference21 articles.

1. Fernando, I.R., Bairu, S.G., Ramakrishna, G., Mezei, G.Single-color pseudorotaxane-based temperature sensing. New J. Chem. 34, 2097-2100 https://doi.org/10.1039/C0NJ00541J (b), Li, Y.-P., Yang, H.-R., Zhao, Q., Song, W.-C., Han, J., Bu, X.-H. (eds.): Ratiometric and Selective Fluorescent Sensor for Zn2+ as an "Off - On - Off" Switch and Logic Gate. Inorg. Chem. 51, 9642 - 9648 (2012) (2010). https://doi.org/10.1021/ic300738e

2. (c) Bren, V. A.: Fluorescent and photochromic chemosensors. Rus. Chem. Rev. 70,1017-1036 (2001) https://doi.org/10.1070/RC2001v070n12ABEH000667

3. (a) Lin, T.-C., Lai, C.-C., Chiu, S.-H.: A (2009). https://doi.org/10.1021/ol802638k (b) Asakawa, M., Iqbal, S., Stoddart, J. F., Tinker, N. D. : Prototype of an Optically Responsive Molecular Switch Based on Pseudorotaxane Angew. Chem., Int. Ed. 35, 976–978 (1996) https://doi.org/10.1002/anie.199609761 (c) Guanidinium Ion-Based Anion- and Solvent Polarity-Controllable Molecular Switch. Org. Lett. 11, 613–616, Muraoka, M., Irie, H., Nakatsuji, Y.: Acid/base controllable molecular switch based on a neutral phenanthroline guest penetrated pseudorotaxane. Org. Bio.Chem. 8, 2408–2413 (2010) https://doi.org/10.1039/B926010B (d) Hidekazu, M., Simon, R. C., Ivan, P., ames. H. R. T. J.: A ditopic ferrocene receptor for anions and cations that functions as a chromogenic molecular switch. Chem. Commun. 64–65 (2003) https://doi.org/10.1039/B210227G (e) Caroline, C., Camille, R., Emile, B., Frederic C.: A pH-Sensitive Lasso-Based Rotaxane Molecular Switch. Chem. Eur. J. 19,2982–2989(2013), Sapna, S., Gregory, J.E.D.: Stephen. J. L.: Controlling the ON/OFF threading of a terpyridine containing [2]pseudorotaxane ligand via changes in coordination geometry Chem. Commun. 582–584(2008) https://doi.org/10.1039/B716117D (h) Tokunaga, Y., Nakamura, T., Yoshioka, M., Shimomura, Y.: A molecular switch based on acid and base promoted, cation governed binding in a crown ether threaded rotaxane Tetra. Lett. 47, 5901–5904(2006) https://doi.org/10.1016/j.tetlet.2006.06.062 (i) Coutrot, F., Romuald, C., Busseron, E.: A New pH-Switchable Dimannosyl[c2]Daisy Chain Molecular Machine. Org. Lett. 10, 3741–3744(2008) https://doi.org/10.1021/ol801390h

4. Li, J.J., Zhao, F., Li, J., Dong, S., Luo, Y., Yan, X., Zheng, B., Ding, X., Yu, Y., Ma, Z., Zhao, Q., Huang, F.: A Dual-Responsive Supramolecular Polymer Gel Formed by Crown Ether Based Molecular Recognition Angew. Chem., Int. (eds.): Polyrotaxanes for applications in life science and biotechnologyAppl. Microbiol. Biotechnol. 90, 427-443 (2011). https://doi.org/10.1007/s00253-010-3037-x

5. (b) Dong, S., Luo, Y., Yan, X., Zheng, B., Ding, X., Yu, Y., Ma, Z., Zhao, Q., Huang, F.: A Dual-Responsive Supramolecular Polymer Gel Formed by Crown Ether Based Molecular Recognition Angew. Chem., Int. (ed.)., 2011, 50, 1905-1909 https://doi.org/10.1002/anie.201006999

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