1D Zn(II) coordination polymer of arylhydrazone of 5,5-dimethylcyclohexane-1,3-dione as a pre-catalyst for the Henry reaction |
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| Affiliation: | 1. Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisbon, Portugal;2. Department of Chemistry, Baku State University, Z. Xalilov Str. 23, Az 1148 Baku, Azerbaijan;3. Chemical Engineering Department, ISEL, R. Conselheiro Emídio Navarro, 1959-007 Lisboa, Portugal;4. Department of Chemistry, M. V. Lomonosov Moscow State University, 1 Leninskie Gory, 119992 Moscow, Russian Federation;5. Institute for Chemistry and Biology Immanuel Kant Baltic Federal University, Universitetskaya str., 236000 Kaliningrad, Russian Federation |
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| Abstract: | Reaction of a new hydrazone of β-diketone, 5-(2-(4,4-dimethyl-2,6-dioxocyclohexylidene)hydrazinyl)isophthalic acid (H3L), with zinc(II) nitrate hexahydrate in a mixture of DMF and water (1:1) under hydrothermal conditions affords the 1D coordination polymer Zn(μ3-HL)(H2O)2]n ∙ nH2O (1), where one of the carboxylic groups links two Zn(II) centers in a bridging bidentate (syn-syn-type) mode and the remaining one ligates a third metal cation in a monodentate fashion. It was characterized by IR and NMR spectroscopies, ESI-MS, elemental and single-crystal X-ray crystal structural analyses. 1 acts as an efficient pre-catalyst for the Henry reaction at 40 °C in aqueous medium, providing β-nitroalcohols with good yields (67–86%) and diastereoselectivities (syn:anti 77:23–69:31). |
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