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0034741521
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The formation of dimers and oligomers as undesired byproducts in the synthesis of macrocyclic diimines depends not only on the reaction conditions employed but also on the size and conformational flexibility of the molecules involved. See for example: Simion, A.; Simion, C.; Kanda, T.; Nagashima, S.; Mitoma, T.; Yamada, T.; Mimura, K.; Tashiro, M. J. Chem. Soc., Perkin Trans. 1 2001, 2071 and ref 7a.
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33750890213
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1H NMR spectra of the mixtures enriched in these minor isomers.
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31
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33750851229
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Preliminary MM studies carried out with compounds 8 and 9 show that the rigidity imposed in the macrocycle by the embedding of two β-lactam ring places the aromatic ring of one four-membered ring close to the other in the cis-anti-cis isomer. This effect is not seen in the cis-syn-cis isomer.
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The E-configuration of the cyclic diimines derived from dialdehydes 1-3 has been reported. See: References 7h and 10.
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