- From chains to ladders in co-crystals with 2,3-thiophene-15-crown-5, 2,3-naphtho-15-crown-5, and bis-(18-crown-6)-stilbene constructed by weak hydrogen bonding
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For the first time a series of co-crystals of 2,3-thiophene-15-crown-5 1, 2,3-naphtho-15-crown-5 2, bis-(18-crown-6)-stilbene 3 with dithiooxamide a, 1,2,5-oxadiazole-3,4-diamine b, and 3-nitro-1H-1,2,4-triazole c with compositions 1a, 2a, 2b·H2O, 2c, and 3a2 were prepared and their structures were studied by X-ray crystallography. The components in the co-crystals demonstrate the different modes of mutual arrangement and contribution of diverse weak interactions to the final architecture. Infinite chains of the alternating component molecules linked by N-H...O hydrogen bonds characterise the structures of 1a and 2a, whereas in the case of 3a2 formation of the loosely packed ladder-type structure was observed. In 2b·H2O the planar naphtho- and oxadiazole moieties demonstrate their edge-to-face arrangement, while in 2c the partially overlapping naphtho- and triazole moieties provide effective face-to-face π-π stacking interactions. The improved synthetic strategy for 1 and 2 is given.
- Ganin, Eduard V.,Basok, Stepan S.,Yavolovskii, Arkadii A.,Botoshansky, Mark M.,Fonari, Marina S.
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experimental part
p. 674 - 683
(2011/12/22)
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- Application of the Okahara Cyclization to the Preparation of Crown Ethers with Aromatic Units
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A series of crown ethers with single benzene, naphthalene, biphenyl and binaphthyl units are prepared by the intramolecular Okahara cyclization of appropriate symmetrical diols.The method is used to synthesize new crown ether compounds and to prepare previously-reported crown ethers in improved yields.
- Czech, B.,Czech, A.,Bartsch, R. A.
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p. 341 - 343
(2007/10/02)
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