Coordination Chemistry of Anticrowns. Synthesis and Structures of Complexes of the Perfluorinated Three‐Mercury Anticrown (o‐C6F4Hg)3 with Monohalogenobenzenes

The reaction of 4‐[(CH2O)2CH]C6H4Br (1) with n‐BuLi, followed by addition of HgCl2 to the in situ formed organolithium derivative, affords [4‐{(CH2O)2CH}C6H4]2Hg (2). Deprotection of the formyl groups of 2 in presence of p‐TsOH (p‐Ts = 4‐MeC6H4SO3) leads to [4‐(O=CH)C6H4]2Hg (3). Condensation reactions of 3 with 2‐aminopyridine (2‐pyNH2), 4‐aminopyridine (4‐pyNH2), 2‐aminomethylpyridine (2‐pyCH2NH2), and 4‐aminomethylpyridine (4‐pyCH2NH2), in CH2Cl2, affords the novel diorganomercury(II) compounds of type [(E)‐4‐(RN=C)C6H4]2Hg [R = 2′‐py (4), 4′‐py (5), 2'‐pyCH2‐ (6), 4′‐pyCH2 (7)]. Compounds 2 and 3 were useful precursors for the preparation of the corresponding homocoupling products [4‐{(CH2O)2CH}C6H4]2 (8) and [4‐(O=CH)C6H4]2 (9) in presence of catalytic amounts of palladium(II) acetate. Compounds 2–9 were characterized by multinuclear magnetic resonance (NMR) (1H, 13C{1H}, and 199Hg{1H}, when appropriate) and infrared (IR) spectroscopy and by mass spectrometry. The molecular structures of 3, 5, 6, 8, and 9 were determined by single‐crystal X‐ray diffraction.

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Synthesis and characterization of [4‐{(CH₂O)₂CH}C₆H₄]₂Hg, [4‐(O=CH)C₆H₄]₂Hg and [(E)‐4‐(RN=CH)C₆H₄]₂Hg (R = 2′‐py, 4′‐py, 2′‐pyCH₂, 4′‐pyCH₂)

Kiss

Pop

Shova³

et al. 2021

Applied Organom Chemis

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Coordination chemistry of anticrowns. An unusual complex of perfluorinated three-mercury anticrown (o-C6F4Hg)3 with p-bromotoluene and 1,2-dichloroethane

et al. 2020

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Highly polar stacking interactions wrap inorganics in organics: lone-pair–π-hole interactions between the PdO₄ core and electron-deficient arenes

Torubaev

Skabitsky

Rozhkov

et al. 2021

Inorg. Chem. Front.

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Coordination Chemistry of Anticrowns. Synthesis and Structures of Complexes of the Perfluorinated Three‐Mercury Anticrown (o‐C₆F₄Hg)₃ with Monohalogenobenzenes

Abstract: The paper reports the reactions of the perfluorinated three-mercury anticrown (o-C 6

Cited by 4 publications

References 47 publications

Synthesis and characterization of [4‐{(CH₂O)₂CH}C₆H₄]₂Hg, [4‐(O=CH)C₆H₄]₂Hg and [(E)‐4‐(RN=CH)C₆H₄]₂Hg (R = 2′‐py, 4′‐py, 2′‐pyCH₂, 4′‐pyCH₂)

Synthesis and characterization of [4‐{(CH₂O)₂CH}C₆H₄]₂Hg, [4‐(O=CH)C₆H₄]₂Hg and [(E)‐4‐(RN=CH)C₆H₄]₂Hg (R = 2′‐py, 4′‐py, 2′‐pyCH₂, 4′‐pyCH₂)

Coordination chemistry of anticrowns. An unusual complex of perfluorinated three-mercury anticrown (o-C6F4Hg)3 with p-bromotoluene and 1,2-dichloroethane

Highly polar stacking interactions wrap inorganics in organics: lone-pair–π-hole interactions between the PdO₄ core and electron-deficient arenes

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Coordination Chemistry of Anticrowns. Synthesis and Structures of Complexes of the Perfluorinated Three‐Mercury Anticrown (o‐C6F4Hg)3 with Monohalogenobenzenes

Abstract: The paper reports the reactions of the perfluorinated three-mercury anticrown (o-C 6

Cited by 4 publications

References 47 publications

Synthesis and characterization of [4‐{(CH2O)2CH}C6H4]2Hg, [4‐(O=CH)C6H4]2Hg and [(E)‐4‐(RN=CH)C6H4]2Hg (R = 2′‐py, 4′‐py, 2′‐pyCH2, 4′‐pyCH2)

Synthesis and characterization of [4‐{(CH2O)2CH}C6H4]2Hg, [4‐(O=CH)C6H4]2Hg and [(E)‐4‐(RN=CH)C6H4]2Hg (R = 2′‐py, 4′‐py, 2′‐pyCH2, 4′‐pyCH2)

Coordination chemistry of anticrowns. An unusual complex of perfluorinated three-mercury anticrown (o-C6F4Hg)3 with p-bromotoluene and 1,2-dichloroethane

Highly polar stacking interactions wrap inorganics in organics: lone-pair–π-hole interactions between the PdO4 core and electron-deficient arenes

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Product

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Coordination Chemistry of Anticrowns. Synthesis and Structures of Complexes of the Perfluorinated Three‐Mercury Anticrown (o‐C₆F₄Hg)₃ with Monohalogenobenzenes

Synthesis and characterization of [4‐{(CH₂O)₂CH}C₆H₄]₂Hg, [4‐(O=CH)C₆H₄]₂Hg and [(E)‐4‐(RN=CH)C₆H₄]₂Hg (R = 2′‐py, 4′‐py, 2′‐pyCH₂, 4′‐pyCH₂)

Synthesis and characterization of [4‐{(CH₂O)₂CH}C₆H₄]₂Hg, [4‐(O=CH)C₆H₄]₂Hg and [(E)‐4‐(RN=CH)C₆H₄]₂Hg (R = 2′‐py, 4′‐py, 2′‐pyCH₂, 4′‐pyCH₂)

Highly polar stacking interactions wrap inorganics in organics: lone-pair–π-hole interactions between the PdO₄ core and electron-deficient arenes