Threaded structures based on the recognition of 1,5-dinaphtho-crown ethers to paraquat and vinylogous viologen derivatives: host–guest complexations, X-ray crystal structures, and self-assembly superstructures

• Published in: Tetrahedron letters Vol. 55; no. 15; pp. 2541 - 2544
• Main Authors: Zhou, Qizhong, Su, Liangjun, Gu, Haining, Jiang, Tiansheng, Qiu, Fangli, Ye, Yuyuan, Jiang, Huajiang, Han, Deman, Dai, Guoliang, Ren, Shibin, Chen, Rener
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 09.04.2014; Elsevier
• Subjects: Arrays; Chemistry; Chemistry, Organic; Complexation; Crown ether; Derivatives; Ethers; Host–guest system; Paraquat; Physical Sciences; Pseudorotaxane; Science & Technology; Self assembly; Solid state; Superstructures; Supramolecular chemistry; Host–guest system; Crown ether; Self-assembly; Pseudorotaxane; Supramolecular chemistry; NETWORK; CRYPTAND/PARAQUAT; SUPRAMOLECULAR POLYMERS; HYDROGEN-BONDING INTERACTIONS; PSEUDOCRYPTAND-TYPE; MOLECULAR MACHINES; RING; Host-guest system; DONOR-ACCEPTOR; CRYPTANDS; SELECTIVITY
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2014.03.033

Host–guest complexation between two 1,5-dinaphtho-crown ethers and two paraquat derivatives has been studied. By self-assembly of 1,5-dinaphtho-44-crown-12 (DNP44C12) 1 with vinylogous viologen 4, a linear [2]pseudorotaxane array forms in the solid state by PF6− anion linkages. Moreover, the complexation between 1,5-dinaphtho-50-crown-14 (DNP50C14) 2 and paraquat 3 also leads to the formation of a linear [2]pseudorotaxane superstructure in the solid state driven by π–π stacking.