Syntheses, Structures, and Complexation Studies of Tris(organostannyl)methane Derivatives

Wendji, Anicet Siakam; Lutter, Michael; Stratmann, Lukas M.; Jurkschat, Klaus

doi:10.1002/open.201600092

Cited by 8 publications

(3 citation statements)

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“…In the molecular structures of PRE and BB1 – BB4 , the Sn–C ph , Sn–Cl, and Sn–I bond distances with values in the ranges of 2.087(12)–2.155(10) Å, 2.3426(6)–2.3778(13) Å, and 2.6786(6)–2.7229(12) Å, respectively, are as expected. , However, despite the sp 3 -hybrid character, the Sn–CH 2 bond distances with values of 2.109(2)–2.137(9) Å are similar to the Sn–C ph bond lengths (Table ), although the bond energies of the latter are weaker as seen from their susceptibility for reaction with HCl and I 2 (vide supra). The bond angles around the tin atoms in compound PRE , with values ranging from 101.4(4)° to 114.2(3)°, deviate less from the ideal tetrahedral angle (109.5°) than the bond angles in the halogenated derivatives BB1 – BB4 with values ranging from 99.79(2)° to 129.96(8)°.…”

Section: Resultssupporting

confidence: 60%

“…Although an important number of open-chain and cyclic di-, tri-, tetra-, and even octanuclear organotin compounds, in which the tin atoms are connected by an aliphatic or aromatic spacer group, have been reported in the past, their application for the synthesis of macrocycles, cages, and coordination polymers is still little explored. Newcomb’s group explored a series of organotin macrocycles and cages based on building blocks of composition BrPh 2 Sn–(CH 2 ) n –SnPh 2 Br ( n = 4, 5, 6, 8, 10, and 12) with the main objective to study their recognition properties for halide anions .…”

Section: Introductionmentioning

confidence: 99%

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Formation of Metal-Based 21- and 22-Membered Macrocycles from Dinuclear Organotin Tectons and Ditopic Organic Ligands Carrying Carboxylate or Dithiocarbamate Groups

et al. 2019

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Four dinuclear organotin halides of composition X n Ph(3–n)SnCH2Si(Me)2–C12H8–Si(Me)2CH2SnPh(3–n)X n (X = Cl, I; n = 1, 2) were prepared and combined in 1:1 stoichiometric reactions with potassium 2,5-pyridinedicarboxylate, 3,5-pyridinedicarboxylate, and piperazine bis-dithiocarbamate, respectively. The reactions yielded a total of five [1 + 1] aggregates with either 21- or 22-membered macrocyclic structures that were fully characterized by elemental analysis, mass spectrometry, IR and NMR (1H, 13C, 29Si, and 119Sn) spectroscopy, and, in three cases, additionally by single-crystal X-ray diffraction analysis. In solution, the macrocycles exhibit conformational and configurational equilibria being fast on the NMR time scale, which, for one of the macrocycles, were closer examined by variable temperature NMR spectroscopy and DFT calculations.

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Section: Resultssupporting

confidence: 60%

Section: Introductionmentioning

confidence: 99%

Formation of Metal-Based 21- and 22-Membered Macrocycles from Dinuclear Organotin Tectons and Ditopic Organic Ligands Carrying Carboxylate or Dithiocarbamate Groups

et al. 2019

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“…The Hg–Cl bond length in crystalline HgCl 2 is equal to 2.25 Å . For polytin-based Lewis acids complexing chloride anions, see refs − .…”

Section: Resultsmentioning

confidence: 99%

Coordination Chemistry of Anticrowns. Isolation of the Chloride Complex of the Four-Mercury Anticrown {[(o,o′-C₆F₄C₆F₄Hg)₄]Cl}⁻ from the Reaction of o,o′-Dilithiooctafluorobiphenyl with HgCl₂ and Its Transformations to the Free Anticrown and the Complexes with o-Xylene, Acetonitrile, and Acetone

et al. 2017

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The paper reports that the interaction of o,o′-dilithiooctafluorobiphenyl with HgCl 2 in ether results in the formation of the lithium chloride complex Li{[(o,o′-C 6 F 4 C 6 F 4 Hg) 4 ]Cl} (11) of the four-mercury anticrown (o,o′-C 6 F 4 C 6 F 4 Hg) 4 (12) along with the earlier isolated and characterized three-mercury anticrown (o,o′-C 6 F 4 C 6 F 4 Hg) 3 (2). The complex was identified by the reaction with 12-crown-4 and determination of the structure of the 2 ]{[(o,o′-C 6 F 4 C 6 F 4 Hg) 4 ]Cl} (13) formed. According to an X-ray analysis, the chloride anion in 13 is simultaneously coordinated with all four Hg centers of the anticrown, forming with them a pyramidal Hg 4 Cl fragment. The reaction of 11 (in the form of an acetonitrile solvate, 11•nMeCN) with boiling water leads to removal of LiCl from 11 and to the formation of free anticrown 12, the subsequent recrystallization of which from o-xylene affords the o-xylene complex {[(o,o′-C 6 F 4 C 6 F 4 Hg) 4 ](o-Me 2 C 6 H 4 ) 2 } (14). The obtained 14 forms in the crystal infinite chains consisting of alternating anticrown units and bridging o-xylene moieties. Another o-xylene molecule in each macrocyclic fragment of the chain plays the role of a terminal ligand. In both cases, the oxylene ligands in 14 are bonded to only one Hg center of the corresponding mercuramacrocycle. The back-conversion of complex 14 into 12 and o-xylene proceeds in the course of its thermal decomposition under vacuum at 100−120 °C. The reaction of 12 with acetonitrile yields the nitrile complex {[(o,o′-C 6 F 4 C 6 F 4 Hg) 4 ](MeCN) 2 } (15), which also forms infinite polymeric chains in the crystal. In each monomeric unit of the chain, the corresponding bridging nitrile is bonded to only one mercury atom of the anticrown moiety, whereas the other nitrile ligand is coordinated with two Hg sites. The synthesis and structure of the complex {[(o,o′-C 6 F 4 C 6 F 4 Hg) 4 ](Me 2 CO) 2 (H 2 O)} (16), containing two acetone and one water ligand per molecule of 12, are also reported. Each acetone molecule in 16 interacts with only one Hg atom of 12, while the water molecule is coordinated with two mercury centers and, in addition, forms H-bonds with the oxygen atoms of the acetone species.

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Von zweizähnigen Gallium‐Lewis‐Säuren zu supramolekularen Komplexen

et al. 2017

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Zweizähnige Gallium Lewis‐Säuren wurden ausgehend von Diethinyldiphenylsilan in reinem Trimethyl‐ oder Triethylgallium dargestellt. Bis[(dimethylgallanyl)ethinyl]diphenylsilan (1) und dessen Diethylgallanyl‐Derivat 2 wurden als Et2O‐ oder Pyridin‐Addukte NMR‐spektroskopisch charakterisiert; 2⋅2 Py wurde isoliert. Die Lewis‐Säuren 1 und 2 bilden Wirt‐Gast‐Addukte mit zweizähnigen Stickstoffbasen; dabei bilden sich nur bei passendem N⋅⋅⋅N‐Abstand cyclische 1:1‐Addukte aus 1 und 4,4′‐Dimethyl‐3,3′‐bipyridylacetylen (3), Bis[(pyrid‐3‐yl)ethinyl]diphenylsilan (4) oder Bis[(2‐methylpyrid‐5‐yl)ethyinyl]diphenylsilan (5). Die cyclischen Addukte 1⋅3, 1⋅4 und 1⋅5 wurde mittels Röntgenbeugungsexperimenten identifiziert. 2⋅2 Py reagiert mit DABCO zur polymeren Spezies (DABCO‐2‐)n.

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Syntheses, Structures, and Complexation Studies of Tris(organostannyl)methane Derivatives

Cited by 8 publications

References 153 publications

Formation of Metal-Based 21- and 22-Membered Macrocycles from Dinuclear Organotin Tectons and Ditopic Organic Ligands Carrying Carboxylate or Dithiocarbamate Groups

Formation of Metal-Based 21- and 22-Membered Macrocycles from Dinuclear Organotin Tectons and Ditopic Organic Ligands Carrying Carboxylate or Dithiocarbamate Groups

Von zweizähnigen Gallium‐Lewis‐Säuren zu supramolekularen Komplexen

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