Synthesis and characterisation of cyclo-boratetrasiloxane, (RBO)(Me2SiO)3 (R=nBu, Ar), derivatives

Beckett, Michael A.; Rugen-Hankey, Martin P.; Varma, K. Sukumar

doi:10.1016/s0277-5387(03)00478-9

Cited by 10 publications

(9 citation statements)

References 23 publications

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“…The observed 11 B NMR chemical shifts for compounds 1−4 are in the range for a trivalent boron atoms, while an upfield chemical shift (δ = from −95.3 to −116.9 ppm) in the 29 Si NMR spectra was observed for the SiO 4 unit when compared with similar borosilicates reported in the literature (δ = −3.3 to −45.0 ppm). 22,26 Finally, the reactivity of the boronic acid with silicon tetraacetate was explored, to assess the possibility to form products with higher dimensionality. However, the NMR studies revealed that the obtained compound contained at least one remaining acetate group ( 1 H NMR δ = 2.35 ppm), only one type of boron atom ( 11 B NMR δ = 5.9 ppm), and suggested that no silicon atoms are present, as no silicon signal was observed in 29 Si NMR spectrum.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Synthesis of Cyclic and Cage Borosilicates Based on Boronic Acids and Acetoxysilylalkoxides. Experimental and Computational Studies of the Stability Difference of Six- and Eight-Membered Rings

et al. 2017

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A series of borosilicates was synthesized, where the structure of the borosilicate core was easily modulated using two strategies: blocking of condensation sites and controlling the stoichiometry of the reaction. Thus, on the one hand, the condensation of phenylboronic or 3-hydroxyphenylboronic acid with diacetoxysilylalkoxide [(BuO)(PhCO)Si(OAc)] led to the formation of borosilicates (BuO)(PhCO)Si{(μ-O)BPh}(μ-O) (1), [{(BuO)(PhCO)Si(μ-O)BPh(μ-O)}] (2), and [{(BuO)(PhCO)Si(μ-O)B(3-HOPh)(μ-O)}] (3) with a cyclic inorganic BSiO or BSiO core, respectively. On the other hand, the reaction of phenylboronic acid with triacetoxysilylalkoxide (PhCO)Si(OAc) in 3:2 ratio resulted in the formation of a cagelike structure [{(PhCO)Si(μ-O)BPh(μ-O)}] (4) with BSiO core, while the reaction of the boronic acid with silicon tetraacetate generated an unusual 1,3-bis(acetate)-1,3-diphenyldiboraxane PhB(μ-O)(μ-O,O'-OAc)BPh (5). Additionally, compound 1 was used to evaluate the possibility to form N→B donor-acceptor bond between the boron atom in the borosilicates and a nitrogen donor. Thus, coordination of 1 with piperazine yielded a tricyclic [{(BuO)(PhCO)Si(OBPh)(μ-O)}·CHN] compound 6 with two borosilicate rings bridged by a piperazine molecule. Finally, the processes involved in the formation of the six- and eight-membered rings (BSiO and BSiO) in compounds 1 and 2 were explored using solution H NMR studies and density functional theory calculations. These molecules represent to the best of our knowledge first examples of cyclic molecular borosilicates containing SiO units.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Synthesis of Cyclic and Cage Borosilicates Based on Boronic Acids and Acetoxysilylalkoxides. Experimental and Computational Studies of the Stability Difference of Six- and Eight-Membered Rings

et al. 2017

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“…Classic methods are based on the condensation between various boron and silicon derivatives. These include reactions of hydroxyboranes with halosilanes, halosiloxanes, silyl ethers, diacetoxysilylalkoxides, and silanols, as well as the condensation of silanols or siloxanes with haloboranes and alkoxyboranes (Table ). Unfortunately, these reactions proceed along with the evolution of various corrosive by‐products (e.g., HCl and HBr) or use toxic and/or sensitive materials.…”

Section: Methods For the Preparation Of The B‐o‐si Moietymentioning

confidence: 99%

“…The reaction progress was monitored by GC and GC-MS analyses. After the reaction was completed, the excess toluene and hydroborane (which was as ingle residue) were removed under reduced pressure to give the corresponding products (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13).…”

Section: Generali Nformationmentioning

confidence: 99%

Chemoselective and Catalyst‐Free O‐Borylation of Silanols: A Facile Access to Borasiloxanes

Kuciński

Hreczycho

2017

ChemSusChem

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“…Attempts were also made to react dichlorosiloxane 34 with pentafluorophenylboronic acid (22) to give cyclo-borasiloxane 39. While the non-fluorinated analog of cyclo-borasiloxane 39 are known, the fluorinated analogs have not been previously prepared [30]. Different reaction conditions failed to yield any of cyclo-borasiloxane 39.…”

Section: Anion Binding Agents With Silane/siloxane Functionalitymentioning

confidence: 99%

Organosilicon-Based Electrolytes for Long-Life Lithium Primary Batteries

Fenton

Nagasubramanian

Staiger

et al. 2015

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This report describes advances in electrolytes for lithium primary battery systems. Electrolytes were synthesized that utilize organosilane materials that include anion binding agent functionality. Numerous materials were synthesized and tested in lithium carbon monofluoride battery systems for conductivity, impedance, and capacity. Resulting electrolytes were shown to be completely non-flammable and showed promise as co-solvents for electrolyte systems, due to low dielectric strength.

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Synthesis and characterisation of cyclo-boratetrasiloxane, (RBO)(Me2SiO)3 (R=nBu, Ar), derivatives

Cited by 10 publications

References 23 publications

Synthesis of Cyclic and Cage Borosilicates Based on Boronic Acids and Acetoxysilylalkoxides. Experimental and Computational Studies of the Stability Difference of Six- and Eight-Membered Rings

Synthesis of Cyclic and Cage Borosilicates Based on Boronic Acids and Acetoxysilylalkoxides. Experimental and Computational Studies of the Stability Difference of Six- and Eight-Membered Rings

Chemoselective and Catalyst‐Free O‐Borylation of Silanols: A Facile Access to Borasiloxanes

Organosilicon-Based Electrolytes for Long-Life Lithium Primary Batteries

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