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Chromophoric macrocycles from the oxidation of bis(aminofurazanylic) ethers of 1,2-diols
Authors:Aleksei B. Sheremetev  Elena V. Shatunova  Boris B. Averkiev  Dmitrii E. Dmitriev  Viktor A. Petukhov  Mikhail Yu. Antipin
Affiliation:1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47, Leninsky Prosp., 119991 Moscow, Russia;2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Street B-334, 119991 Moscow, Russia
Abstract:A series of chromophoric azofurazan-containing macrocycles 6a–c and 7a–d were synthesized from bis(aminofurazanylic) ethers of 1,2-diols 4a–d by dibromoisocyanurate oxidation. The macrocycle closure is a result of NN bond formation. An ion-binding ability of these compounds was tested. The macrocycles were characterized by NMR, MS, IR, and UV spectroscopy. The X-ray crystal structures of the macrocycles 6a, 7c , and linear counterpart 12 are reported. © 2004 Wiley Periodicals, Inc. Heteroatom Chem 15:131–145, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10226
Keywords:
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