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TTF is known to isomerize easily in the presence of traces of acid or by influence of light and therefore the TTF derivatives used in the synthesis of 1 exist as a mixture of cis and trans isomers, which is also the case for the macrocycle. Y. N. Kreitsberga, E. E. Liepin'sh, I. B. Mazheika, O. Y. Neilands, Zh. Org. Khim., 1986, 22, 416-420; A. Suoizi, A. Robert, J. Org. Chem. 1987, 52, 1610-1611; K. Boubekeur, C. Lenoir, P. Batail, R. Carlier, A. Tallec, M.-P. Le Paillard, D. Lorcy, A. Robert, Angew. Chem. Int. Ed. Engl. 1994, 33, 1379-1381.
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TTF is known to isomerize easily in the presence of traces of acid or by influence of light and therefore the TTF derivatives used in the synthesis of 1 exist as a mixture of cis and trans isomers, which is also the case for the macrocycle. Y. N. Kreitsberga, E. E. Liepin'sh, I. B. Mazheika, O. Y. Neilands, Zh. Org. Khim., 1986, 22, 416-420; A. Suoizi, A. Robert, J. Org. Chem. 1987, 52, 1610-1611; K. Boubekeur, C. Lenoir, P. Batail, R. Carlier, A. Tallec, M.-P. Le Paillard, D. Lorcy, A. Robert, Angew. Chem. Int. Ed. Engl. 1994, 33, 1379-1381.
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28
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12944318686
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note
-
Dark blue crystals were also found when crystallizing from chloroform/methanol. Crystal structure analysis showed a molecular structure almost identical with 1-cis, but the packing was different, with possible intermolecular charge-transfer, a fact that may account for the dark color. The included solvent was MeOH plus some unidentified species, but the structure could not be refined to publication standard.
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35
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12944275190
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note
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Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, U.K. [Fax: (internat.) + 44-1223/336033; E-mail: deposit@ccdc.cam.ac.uk] on quoting the depository numbers CCDC-128487, CCDC-128488, CCDC-128489, and CCDC-128490.
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