(Phosphinoalkyl)silanes. 3.<sup>1</sup> Poly(<i>o</i>-(diphenylphosphino)benzyl)silanes:  Synthesis, Spectroscopic Properties, and Complexation at Platinum or Iridium

Gossage, Robert A.; McLennan, G.; Stobart, Stephen R.

doi:10.1021/ic941230f

“…In contrast, lithiation of o -tolyldiphenylphosphine in the presence of TMEDA or (obromobenzyl)diphenylphosphine, followed by quenching with chlorodimethylsilane afforded the compounds above in their pure form without contamination by one another. In the latter reaction, addition of either dichloromethylsilane or trichlorosilane instead of chlorodimethylsilane affords analogues of biPSiH (I) and triPSiH (II), respectively, as shown in Scheme 1 [16]. The reaction of diphenylether with n BuLi in THF followed by the addition of dimethydichlorosilane affords 10,10-dimethylphenoxasilin in 45% yields.…”

Section: ð6þmentioning

confidence: 99%

Silicon based phosphines with P_Si_P, P_C_Si_C_P and P_O_Si_O_P linkages and their coordination chemistry and catalytic applications

Balakrishna

¹

,

Chandrasekaran

²

,

George

³

2003

Coordination Chemistry Reviews

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“…The lithiated intermediate 240a was synthesized by following the method reported by Gossage et al, 115 and isolated as orange-red powder (Scheme 50). After washing with hexane, (o-(diphenylphosphino)benzyl) lithium was suspended in dry C6H6 and treated with solution of either Ph3SnCl or PhSnCl3 in C6H6 to prepare 241 and 242 respectively.…”

Section: (O-(diphenylphosphino)benzyl)stannanesmentioning

confidence: 99%

The preparation and characterization of structurally stable 5-coordinate polystannanes

Khan¹

2021

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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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“…It has 10 stable isotopes which is the highest number for any element of the periodic table. Tin has three NMR active isotopes ( 115 Sn, 117 Sn and 119 Sn) each with spin ½. More commonly 117 Sn (7.61%) and 119 Sn (8.58%) nuclei are used for NMR experiments due to their relatively high natural abundance.…”

Section: Tin (Sn)mentioning

confidence: 99%

The preparation and characterization of structurally stable 5-coordinate polystannanes

Khan¹

2021

Preprint

0

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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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(Phosphinoalkyl)silanes. 3.¹ Poly(o-(diphenylphosphino)benzyl)silanes: Synthesis, Spectroscopic Properties, and Complexation at Platinum or Iridium

Cited by 58 publications

References 8 publications

Silicon based phosphines with P_Si_P, P_C_Si_C_P and P_O_Si_O_P linkages and their coordination chemistry and catalytic applications

Silicon based phosphines with P_Si_P, P_C_Si_C_P and P_O_Si_O_P linkages and their coordination chemistry and catalytic applications

The preparation and characterization of structurally stable 5-coordinate polystannanes

The preparation and characterization of structurally stable 5-coordinate polystannanes

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(Phosphinoalkyl)silanes. 3.1 Poly(o-(diphenylphosphino)benzyl)silanes: Synthesis, Spectroscopic Properties, and Complexation at Platinum or Iridium

Cited by 58 publications

References 8 publications

Silicon based phosphines with P_Si_P, P_C_Si_C_P and P_O_Si_O_P linkages and their coordination chemistry and catalytic applications

Silicon based phosphines with P_Si_P, P_C_Si_C_P and P_O_Si_O_P linkages and their coordination chemistry and catalytic applications

The preparation and characterization of structurally stable 5-coordinate polystannanes

The preparation and characterization of structurally stable 5-coordinate polystannanes

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Product

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(Phosphinoalkyl)silanes. 3.¹ Poly(o-(diphenylphosphino)benzyl)silanes: Synthesis, Spectroscopic Properties, and Complexation at Platinum or Iridium