New dioxadiaza-, trioxadiaza- and hexaaza-macrocycles containing dibenzofuran units |
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Authors: | Feng Li Ana Coelho Michael G.B. Drew |
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Affiliation: | a Instituto de Tecnologia Química e Biológica, Chemistry Division, UNL, Apartado 127, 2781-901 Oeiras, Portugal b Instituto Superior Técnico, Av. Rovisco Pais, 1049-001 Lisboa, Portugal c Universidade de Évora, Departamento de Química, 7000 Évora, Portugal d School of Chemistry, University of Reading, Whiteknights, Reading, RG6 6AD, UK e Departamento de Química, CICECO, Universidade de Aveiro, 3810-193 Aveiro, Portugal |
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Abstract: | New dioxadiaza-, trioxadiaza-, and hexaaza-macrocycles containing rigid dibenzofuran groups (DBF) were prepared by a convenient synthetic route in high yields. The structures of the macrocycles were unequivocally established by electrospray mass spectrometry (ESIMS) studies together with NMR spectroscopy, with the exception of [14](DBF)N3. The structures of the copper complex of [14](DBF)N3 and of the diprotonated form of [22](DBF)N2O3 were determined by single crystal X-ray diffraction. Conformational analyses on the free macrocycles [14](DBF)N3 and [22](DBF)N2O3 as well as on their larger counterparts containing two DBF units were undertaken in order to understand the synthetic findings. |
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Keywords: | Macrocycles Dibenzofuran derivatives X-ray structures [2+2] Condensation |
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