Structures of the Pentaphenylcyclopentadienyl Radical, (Pentaphenylcyclopentadienyl)tin(IV) Trichloride, and Bromo(chloro)bis(tetrahydrofuran)tin(II):  Products of the Reaction of C5Ph5X with SnX2 (X = Cl, Br)

Janiak, Christoph; Weimann, Roman; Görlitz, Frank H.

doi:10.1021/om970442s

Cited by 29 publications

(13 citation statements)

References 37 publications

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“…The OϪSnϪO angles range from 81.4(1)°for O(1)ϪSnϪO(1) to 86.2(1)°for O(1)ϪSnϪO (2) and are in agreement with a p 3 bonding situation on the tin center with the lone pair formally occupying an s orbital. The (C 4 H 3 S) 3 [29], but is shorter than those in SnBrCl(thf) 2 by 0.17Ϫ0.23 Å [30].…”

Section: Structural Description Of {Sn[oc(c 4 H 3 S) 3 ] 2 } 2 · 2 Tomentioning

confidence: 86%

Influence of the Solvent on the Formation of New Tin(II) Methoxides Containing Thienyl Substituents: Crystal Structure and NMR Investigations

Veith¹,

Belot²,

Hüch³

et al. 2009

Zeitschrift anorg allge chemie

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The synthesis, structural characterization, and NMR studies of new tin(II) alkoxides with thiophene-based substituents are presented. The reaction of ligand HOϪC(C 4 H 3 S) 3 (1) with bis(hexamethyldisilazyl)tin {Sn[N(SiMe 3 ) 2 ] 2 } in the ratio 2:1 in toluene yields the dinuclear compound {Sn[OC(C 4 H 3 S) 3 ] 2 } 2 · 2 toluene (2). The same reaction in tetrahydrofuran allows the isolation of two compounds: a dinuclear {Sn[OC(C 4 H 3 S) 3 ] 2 } 2 · 2 thf * Prof. Dr. M. VeithTo a solution of six equivalents of tris(2-thienyl)methanol (0.994 g, 3.33 mmol) in thf (20 mL) was added three equivalents of Sn[N(SiMe 3 ) 2 ] 2 (0.745 g, 1.69 mmol) in thf (5 mL). The mixture was stirred at room temperature for 2 days. The solution was concentrated, and colorless crystals were obtained at 5°C several days later (1.033 g) as a mixture of 3 and 4. M.p. 53Ϫ56°C (decomp.); 1 H NMR (400 MHz, CDCl 3 ), δ ϭ 7.3 (dd, 3 J H5,H4 ϭ 4.7 Hz and 4

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Section: Structural Description Of {Sn[oc(c 4 H 3 S) 3 ] 2 } 2 · 2 Tomentioning

confidence: 86%

Influence of the Solvent on the Formation of New Tin(II) Methoxides Containing Thienyl Substituents: Crystal Structure and NMR Investigations

Veith¹,

Belot²,

Hüch³

et al. 2009

Zeitschrift anorg allge chemie

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“…A persistent problem encountered when handling solutions of the lithium salts was the gradual appearance of a dark blue or violet contaminant which we attribute to the formation of the penta-arylated cyclopentadienyl radicals, CpAr 5 ؒ . 14 We found these radicals to rapidly react with THF to generate the starting cyclopentadienes. Thus, it was important to handle the lithium salts either in the absence of THF or for very short periods when necessary.…”

Section: Synthesis Of Lithium Salts (mentioning

confidence: 97%

Synthesis, structure and solution dynamics of lithium salts of superbulky cyclopentadienyl ligands

et al. 2003

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The superbulky cyclopentadienes (CpAr 5 )H (Ar # = 3,5-Me 2 C 6 H 3 (1a); Ar* = 3,5-t Bu 2 C 6 H 3 (1b)) were prepared by the palladium-catalyzed reaction of metallocenes with aryl bromides. NMR spectroscopy was consistent with C s symmetric solution structures with free rotation of the substituted aryl rings. The molecular structure of 1a is similar to that previously determined for pentaphenylcyclopentadiene, with a planar Cp ring bisected by an approximate mirror plane. Addition of BuLi to 1a,b yielded the lithium salts (CpAr # 5 )Li(THF) 2 (2a) and (CpAr* 5 )Li (2b) in good yield. 7 Li NMR spectroscopy of 2a,b indicated more than one species in solution. Crystallization of 2a from toluene revealed an infinite one-dimensional chain structure with alternating [(CpAr # 5 ) 2 Li] Ϫ and [(THF)Li(CpAr # 5 )Li(CpAr # 5 )-Li(THF)] ϩ units; due to the sterics of the Cp rings, the lithium atom appears to be only loosely held in place with a larger than usual Li-Cp distance. 7 Li NMR spectroscopy suggested an equilibrium between the monomeric species (CpAr # 5 )Li(THF) x and the metallate [(CpAr # 5 ) 2 Li][Li(THF) x ] in C 6 D 6 which was supported by variable temperature and NOESY 7 Li NMR experiments. Crystallization of 2a from THF/TMEDA yielded the solvent separated ion pair [(CpAr # 5 ) 2 Li][Li(TMEDA) 2 ] (3a). In this case, 7 Li NMR spectroscopy pointed towards the presence of a single species in solution.

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“…The same molecular structure as (I) is observed in RSnX 3 compounds with more complex organic groups, such as Ph 5 Cp or Me 5 Cp, which have been synthesized as the chloride (Janiak et al, 1997) and iodide (Bartlett et al, 1992), respectively. Even with heteroatom-substituted organic groups, this situation does not change, as long as the heteroatom does not belong to a polar group.…”

Section: Commentmentioning

confidence: 55%

Tin–halide compounds. IV

et al. 2002

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Structures of the Pentaphenylcyclopentadienyl Radical, (Pentaphenylcyclopentadienyl)tin(IV) Trichloride, and Bromo(chloro)bis(tetrahydrofuran)tin(II): Products of the Reaction of C₅Ph₅X with SnX₂ (X = Cl, Br)

Cited by 29 publications

References 37 publications

Influence of the Solvent on the Formation of New Tin(II) Methoxides Containing Thienyl Substituents: Crystal Structure and NMR Investigations

Influence of the Solvent on the Formation of New Tin(II) Methoxides Containing Thienyl Substituents: Crystal Structure and NMR Investigations

Synthesis, structure and solution dynamics of lithium salts of superbulky cyclopentadienyl ligands

Tin–halide compounds. IV

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