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4273702 
Journal Article 
Pseudorotaxane Structures Based on Thiophene-Containing Dibenzo-24-crown-8 Ether Derivatives 
Lukovskaya, EV; Kosmacheva, AA; Sotnikova, YA; Fedorova, OA; Bobylyova, AA; Fedorov, YV; Dolganov, AV; Anisimov, AV 
2016 
9 
1 
89-95 
WOS:000373435400014 
One of intensively developing direction in supramolecular chemistry is the creation of Iiinctional ensembles based on organic molecules. Prime examples of such ensembles are the complexes of viologens with crown ether in which the movement or disintegration -self-assembly of pieces under the influence of chemical or photochemical impulses' occurs. Viologens 1,1'-disubstituted-4,4'-bispyridinium salts are widely used in the synthesis of novel materials due to their electron-deficient nature and excellent electrochemical characteristics. There are many systems based on viologens investigated by11014'. Among them guest -host complexes s'ensors, molecular machines, prototypes of solar electrochromic materials exist. Thiophene derivatives' are important components' of materials of optoelectronic devices. They are used in the construction of solar cells, LEDs, organic conductors. Obtaining of molecules with high electron mobility (important for optoelectronic devices') is' achieved by the combination of donor and acceptor fragments. In particular, the molecules containing thiophene and viologen fragments in their composition demonstrate good characteristic's'. To obtain the systems combining the thiophene and viologen fragments we have used a supramolecular method of creation of psevdorotaxane complexes based on dibenzo-24-crown-8 ether, containing 3,4-ethylenedioxythiophene, and N'N'-dimethy1-4,4'-bipyridinium perchlorate. Thiophene derivatives. have an ability to give an electron to farm sufficiently stable cation radicals under the photoirradiation; viologens are the electron acceptors. In the complex they are located in close distance to each other for the exchange of electrons between these components, and it is important that the location of the excited states energy levels of the molecules allows them to exchange electrons or energy. It was shown earlier that dihenzo-24-crown-8 ether forms 1:1 complex with AT,N,N'-dimethy1-4,4 hexalluorophasphate in the acetone solution. Wherein, additionally to N-O coordination, the interaction between benzene rings of crown ether and pyridinium rings olviologen was found. It was interesting to determine the effect of thiophene-containing residue in crown ether on the complexation process. 
Dibetizo-24-crown-8; bromination; 3,4-ethylenedioxythiophene; cross-coupling reaction; complex formation; viologen; spectrophotometry; electrochemistry