Citation:
Shuang-Jin Zhang, Qi Wang, Ming Cheng, Xiao-Hong Qian, Yang Yang, Ju-Li Jiang, Le-Yong Wang. A switchable bistable [2]rotaxane based on phosphine oxide functional group[J]. Chinese Chemical Letters,
;2015, 26(7): 885-888.
doi:
10.1016/j.cclet.2015.05.015
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A switchable bistable rotaxane based phosphine oxide functional group-containingmacrocycle has been constructed successfully, in which the macrocycle can be easily switched between dibenzylammonium and triazole recognition sites by using the simple base/acid stimuli.
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[1]
[1] (a) B. Champin, P. Mobian, J.P. Sauvage, Transition metal complexes as molecular machine prototypes, Chem. Soc. Rev. 36 (2007) 358–366; (b) W. Zhou, S. Zhang, G. Li, et al., Fluorescent alteration on a bistable molecular shuttle, Chem. Phys. Chem. 10 (2009) 2066–2072; (c) X. Ma, H. Tian, Bright functional rotaxanes, Chem. Soc. Rev. 39 (2010) 70–80; (d) S.Y. Dong, J.Y. Yuan, F.H. Huang, A pillar[5]arene/imidazolium [2]rotaxane: solvent-and thermo-driven molecular motions and supramolecular gel formation, Chem. Sci. 5 (2014) 247–252; (e) M. Liu, S. Li, M. Hu, F. Wang, F. Huang, Selectivity algorithm for the formation of two cryptand/paraquat catenanes, Org. Lett. 12 (2010) 760–763; (f) P. Wei, X. Yan, J. Li, et al., Novel [2]rotaxanes based on the recognition of pillar[5]arenes to an alkane functionalized with triazole moieties, Tetrahedron 68 (2012) 9179–9185; (g) M. Xue, Y. Yang, X. Chi, X. Yan, F. Huang, Development of pseudorotaxanes and rotaxanes: from synthesis to stimuli-responsive motions to applications, Chem. Rev. (2015), http://dx.doi.org/10.1021/cr5005869.
-
[2]
[2] (a) D.H. Qu, H. Tian, Novel and efficient templates for assembly of rotaxanes and catenanes, Chem. Sci. 2 (2011) 1011–1015; (b) Z. Zhang, C. Han, G. Yu, F. Huang, A solvent-driven molecular spring, Chem. Sci. 3 (2012) 3026–3031; (c) X. Han, F. Hu, H. Ge, S. Liu, J. Yin, The application of templated-directed directed clipping approach in constructing mechanically interlocked molecules based on N-hetero hetero crown ethers, Prog. Chem. 6 (2015), http://dx.doi.org/ 10.7536/PC150129.
-
[3]
[3] (a) K.D. Zhang, X. Zhao, G.T. Wang, et al., Foldamer-tuned switching kinetics and metastability of [2]rotaxanes, Angew. Chem. Int. Ed. 50 (2011) 9866–9870; (b) Z. Meng, J.F. Xiang, C.F. Chen, Tristable [n]rotaxanes: from molecular shuttle to molecular cable car, Chem. Sci. 5 (2014) 1520–1525; (c) H. Wang, Z.J. Zhang, H.Y. Zhang, Y. Liu, Synthesis of a bistable [3]rotaxane and its pH-controlled intramolecular charge-transfer behavior, Chin. Chem. Lett. 24 (2013) 563–567; (d) Z. Yang, X. Liu, S. Zhao, J. He, Chemically driven [2]rotaxane molecular shuttles, Prog. Chem. 26 (2014) 1899–1913; (e) L.H. Wang, Z.J. Zhang, H.Y. Zhang, H.L. Wu, Y. Liu, A twin-axial[5]pseudorotaxane based on cucurbit[8]uril and a-cyclodextrin, Chin. Chem. Lett. 24 (2013) 949–952.
-
[4]
[4] Y. Zhao, Y. Li, S.W. Lai, et al., Construction of a functional [2]rotaxane with multilevel fluorescence responses, Org. Biomol. Chem. 9 (2011) 7500–7503.
-
[5]
[5] Y.C. You, M.C. Tzeng, C.C. Lai, S.H. Chiu, Using oppositely charged ions to operate a three-station [2]rotaxane in two different switching modes, Org. Lett. 14 (2012) 1046–1049.
-
[6]
[6] Z.J. Zhang, M. Han, H.Y. Zhang, Y. Liu, A double-leg donor–acceptor molecular elevator: new insight into controlling the distance of two platforms, Org. Lett. 15 (2013) 1698–1701.
-
[7]
[7] V.V. Grushin, Mixed phosphine–phosphine oxide ligands, Chem. Rev. 104 (2004) 1629–1662.
-
[8]
[8] (a) A. Theil, C. Mauve, M.T. Adeline, A. Marinetti, J.P. Sauvage, Phosphoruscontaining [2]catenanes as an example of interlocking chiral structures, Angew. Chem. Int. Ed. 45 (2006) 2104–2107; (b) R. Ahmed, A. Altieri, D.M. D'Souza, et al., Phosphorus-based functional groups as hydrogen bonding templates for rotaxane formation, J. Am. Chem. Soc. 133 (2011) 12304–12310; (c) L. Liu, Y. Liu, P. Liu, et al., Phosphine oxide functional group based three-station molecular shuttle, Chem. Sci. 4 (2013) 1701–1706.
-
[9]
[9] M. Malkoch, K. Schleicher, E. Drockenmuller, et al., Structurally diverse dendritic libraries: a highly efficient functionalization approach using click chemistry, Macromolecules 38 (2005) 3663–3678.
-
[10]
[10] Z.J. Zhang, H.Y. Zhang, H. Wang, Y. Liu, A twin-axial hetero[7]rotaxane, Angew. Chem. Int. Ed. 50 (2011) 10834–10838.
-
[11]
[11] B.T.V. Srinivas, A.R. Maadhur, S. Bojja, Total synthesis of racemic, natural (+) and unnatural (-) scorzocreticin, Tetrahedron 70 (2014) 8161–8167.
-
[12]
[12] Q. Wang, M. Cheng, S. Xiong, et al., P5O functional group-containing cryptands: from supramolecular complexes to poly[2]pseudorotaxanes, Chem. Commun. 51 (2015) 2667–2670.
-
[13]
[13] L.Z. Liu, C.H. He, L. Yang, et al., Novel C1-symmetric chiral crown ethers bearing rosin acids groups: synthesis and enantiomeric recognition for ammonium salts, Tetrahedron 70 (2014) 9545–9553.
-
[14]
[14] Z. Xu, Preparation of supramolecular structures with polymer attached, Faming Zhuanli Shenqing (2014), CN 103665388 A 20140326.
-
[15]
[15] (a) Z.G. Luo, Y. Zhao, F. Xu, et al., Synthesis and thermal properties of novel calix[4]arene derivatives containing 1,2,3-triazole moiety via K2CO3-catalyzed 1,3-dipolar cycloaddition reaction, Chin. Chem. Lett. 25 (2014) 1346–1348; (b) B.T. Zhao, X.M. Zhu, X.H. Chen, Z.N. Yan, W.M. Zhu, Novel clicked tetrathiafulvalene-calix[4]arene assemblies: synthesis and intermolecular electron transfer toward p-chloranil, Chin. Chem. Lett. 24 (2013) 573–577.
-
[16]
[16] H.P. Jacquot de Rouville, J. Iehl, C.J. Bruns, et al., A neutral naphthalene diimide[2]rotaxane, Org. Lett. 14 (2012) 5188–5191.
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