Monoribbed-Functionalized Macrobicyclic Iron(II) Complexes Decorated with Terminal Reactive and Vector Groups: Synthetic Strategy, Chemical Transformations and Structural Characterization

Limarev, I.P.; Zelinskii, G.E.; Belova, S.A.; Dorovatovskii, P.V.; Vologzhanina, A.V.; Lebed, E.G.; Voloshin, Y.Z.

Авторы: Limarev Ilya P., Zelinskii Genrikh E., Belova Svetlana A., Dorovatovskii Pavel V., Vologzhanina Anna V., Lebed Ekaterina G., Voloshin Yan Z.
Журнал: Chinese Journal of Chemistry
Том: 40
Год издания: 2022
Издательство: Kexue Chubaneshe/Science Press
Местоположение издательства: China
Первая страница: 2089
Последняя страница: 2105
DOI: 10.1002/cjoc.202200191
Аннотация: General and straightforward synthetic strategy towards the iron(II) clathrochelates with functionalizing substituents in their apical capping and one of the three chelate ribbed fragments was developed. Their hexachloroclathrochelate precursors were prepared by the direct template condensation of dichloroglyoxime with a suitable boronic acid on the Fe2+ ion as a matrix and underwent a step-wise nucleophilic substitution with S2-, N2- or O2-bis-nucleophiles, forming the alicyclic or aromatic N2-, S2- or O2-six-membered fragments. Depending on the reaction conditions and precursor-to-dinucleophile molar ratios, iron(II) clathrochelates with one (S, O and N), two (S, O and N) or three (S and O) X2-six-membered ribbed substituent(s) were obtained. Their reactivity substantially de-creases in a row: Cl6-Cage > Cl4X2-Cage (where X = S, O or, especially, N) > Cl2X4-Cage (where X = S or O). The reactive mon-oribbed-functionalized clathrochelates underwent further chemical transformations giving the target macrobicyclic complexes with terminal vector groups. As follows from the single crystal XRD data, their FeN6-coordination polyhedra possess the geometry inter-mediate between a trigonal prism and a trigonal antiprism (fi = 21.3°—25.20°). Fe—N distances vary from 1.887(6) to 1.933(8) Å. Their 3D-molecules, the hydrophobic–hydrophilic balance in which can be tuned using a ribbed functionalization, form in the crystals the intermolecular specific halogen bonds and/or hydrophobic interactions.
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Monoribbed-Functionalized Macrobicyclic Iron(II) Complexes Decorated with Terminal Reactive and Vector Groups: Synthetic Strategy, Chemical Transformations and Structural Characterizationстатья Исследовательская статья

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