An Intriguing plumbylene: Bis[2-(dimethylaminomethyl)-phenyl]lead

Wit, P. P. De; Kooi, H.; Wolters, J.

doi:10.1016/s0022-328x(00)84011-5

Cited by 19 publications

(8 citation statements)

References 10 publications

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“…2 A hafnocene disilene complex having a trinuclear structure similar to that of the Piers complex was reported recently by Marschner. 3 Here we report analogous reactions of C,N-chelated stannylene (1) 4 and plumbylene (2) 5,6 (Chart 1).…”

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confidence: 76%

Reactions of C,N-chelated Tin(II) and Lead(II) Compounds with Zirconocene Dichloride Derivatives

et al. 2009

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The reactions of a C,N-chelated ((LCN)2M, where LCN is 2-((dimethylamino)methyl)phenyl and M is Sn (1) or Pb (2)) stannylene and plumbylene with di-n-butylbis(η5-cyclopentadienyl)zirconium (3) were studied. In the case of the stannylene, the trinuclear carbene-like complex [(LCN)2Sn]2Cp2Zr (4) was isolated as the major product. The second product isolated resulted from transmetalation of the C,N-chelating ligand from tin to zirconium, followed by 1-butene coupling to the coordinated aryne (C,N-chelating ligand) (5). In the lead case, the major product was the complex 5. Byproducts were elemental lead, the free ligand (LCNH), butane, and 1-butene. The oxidation of 4 by oxygen gave the six-membered trioxa trizircona cyclic complex (6) and an eight-membered tetraoxa tetrastanna cyclic complex (7).

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confidence: 76%

Reactions of C,N-chelated Tin(II) and Lead(II) Compounds with Zirconocene Dichloride Derivatives

et al. 2009

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“…For example, Piers and coworkers have studied the reactivity of Lappert's stannylene towards zirconocene derivatives [1]. We have recently reported analogous reactivity and products of C,N-chelated stannylene (1) [2] and plumbylene (2) [3,4] toward the zirconocene derivative known as Negishi reagent [5] (Scheme 1), where the product is the trinuclear carbene-like complex 4 in the case of 1 and a zirconium complex formed by a C-H activation with C-C coupling containing two five-membered cycles in the case of plumbylene 2 [6]. Different products of transmetallation (6) with ligand transfer from plumbylene to zirconocene can be isolated when only one instead of two equivalents of n-butyllithium is used for in situ generated zirconocene [7].…”

Section: Introductionmentioning

confidence: 99%

Reactivity of di-n-butyl-dicyclopentadienylzirconium towards amido stabilized stannylenes

Bareš¹,

Padělková²,

Meunier³

et al. 2009

Journal of Organometallic Chemistry

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“…In 1950, Gilman et al 84 119 Sn NMR spectroscopy indicated only minor difference. Å, while the second Sn-O distance is 3.473(1) Å, indicating that the second interaction is out of the tin coordination sphere.…”

Section: Synthesismentioning

confidence: 96%

The preparation and characterization of structurally stable 5-coordinate polystannanes

Khan¹

2021

Preprint

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Tetraorganotin compounds [2-(MeOCH2)C6H4]SnR3 (R = Me, n-Bu, Ph) containing a C,O-chelating ligand were prepared in good yield from the reaction of the R3SnCl and [2-(MeOCH2)C6H4]Li. Tethered organotin compounds Ph3Sn(CH2)3OC6H4R (R = Ph, H, CF3, OCH3) were prepared in good yield from the hydrostannylation reactions of the corresponding vinyl ethers with Ph3SnH. Conversion of two organotin compounds to triorganotin chlorides and diorganotin chlorides, (Ph3-nClnSn(CH2)3OC6H4R; R = H, Ph: n = 1, 2), was successfully carried out and characterisation afforded by NMR spectroscopy. X-ray crystallographic studies revealed a tetrahedral geometry for the tetraorganotin Ph3Sn(CH2)3OC6H4CF3, while five-coordinate trigonal bipyramidal structures with relatively short Sn-O (2.7-2.8 Å) interactions were observed for both mono- (Ph2ClSn(CH2)3OC6H4R; R = H, Ph) and dichloride (PhCl2Sn(CH2)3OC6H4R; R = H, Ph) species. Penta-coordinate diorganotin dichlorides containing a C,N- chelating ligand[2-(Me2NCH2)C6H4]RSnCl2 (R = Me, n-Bu, Ph) or C,O- chelating ligand [2-(MeOCH2)C6H4]RSnCl2 (R = Me, n-Bu, Ph) were prepared by treating RSnCl3 with the lithiated salts [2-(Me2NCH2)C6H4]Li and [2-(MeOCH2)C6H4]Li respectively. Organotin chlorides were successfully reduced with LiAlH4 or NaBH4 to produce novel hydrides. Catalytic dehydrocoupling of diorganotin dihydrides to yield polystannanes was explored using a variety of dehydrocoupling catalysts such as Wilkinson’s catalyst, Cp2ZrMe2 or TMEDA. In almost every instance this resulted in the formation of yellow coloured gummy polymeric materials of moderate molecular weights (Mw = 1 × 104 - 1 × 105 Da) and PDI’s (1.3-2.0). The stability of polystannanes containing tethered O or C,N- or C,O-chelating ligands was investigated in both solid and in solution using NMR and UV-Vis spectroscopies. These studies revealed an enhanced stability to ambient light in the solid state and in solution in the dark when compared to known poly(dialkyl)stannanes.

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An Intriguing plumbylene: Bis[2-(dimethylaminomethyl)-phenyl]lead

Cited by 19 publications

References 10 publications

Reactions of C,N-chelated Tin(II) and Lead(II) Compounds with Zirconocene Dichloride Derivatives

Reactions of C,N-chelated Tin(II) and Lead(II) Compounds with Zirconocene Dichloride Derivatives

Reactivity of di-n-butyl-dicyclopentadienylzirconium towards amido stabilized stannylenes

The preparation and characterization of structurally stable 5-coordinate polystannanes

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