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Unexpected radical substitution of the dichlorine-containing iron(II) clathrochelate with 1,4-dioxane derivatives: Novel approach to functionalization of its macrobicyclic framework |
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| Authors: | Mikhail A VershininAleksei B Burdukov Ilia V EltsovVladimir A Reznikov Evgenii G BoguslavskyYan Z Voloshin |
| Institution: | a Nikolaev Institute of Inorganic Chemistry SB RAS, Lavrent’ev Av. 3, 630090 Novosibirsk, Russia b Novosibirsk State University, Pirogova St. 2, 630090 Novosibirsk, Russia c Novosibirsk Institute of Organic Chemistry, Lavrent’ev Av. 7, 630090 Novosibirsk, Russia d Nesmeyanov Institute of Organoelement Compounds RAS, 28 Vavilova str., 119991 Moscow, Russia |
| Abstract: | The dichlorine-containing tris-dioximate iron(II) clathrochelate undergoes a radical addition-elimination reaction with the radical derivatives of 1,4-dioxane to yield ribbed-functionalized C-alkylated macrobicyclic complexes. The clathrochelates obtained have been characterized using elemental analysis, MALDI-TOF mass, IR, UV-Vis and multinuclear NMR spectra, as well as X-ray crystallography. This unexpected and previously unknown radical reaction is a novel approach to the ribbed functionalization of tris-dioximate d-metal clathrochelates, and it can be extended to other cyclic ethers. |
| Keywords: | Macrocyclic compounds Clathrochelates Iron complexes Ligand reactivity Radical reactions |
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