Amine catalysed silicon–oxygen bond formation

Deka, Kuldeep; Sarma, Rupam; Baruah, Jubaraj B.

doi:10.1016/j.inoche.2005.09.002

Cited by 9 publications

(10 citation statements)

References 9 publications

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“…Hydroxyl group conversion to Si–O bonds is an important subdomain used for alcohol protection, surface treatment, oligomer coupling, and polysiloxane modification that has been dominated chlorosilanes for more than for half a century 1–20 . One major inhibition of chlorosilane applications is the production of stoichiometric amounts of hydrochloric acid which requires a scavenger agent which ultimately complicates the purification process and requires additional time and resources.…”

Section: Introductionmentioning

confidence: 99%

Selectivity of dehydrogenative silicone–oxygen bond formation in diphenylsilane by base and base‐activated catalysts

Even

Berkland

2022

Int J of Chemical Kinetics

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Various base catalysts and base‐activated catalysts were evaluated for their steric inhibitions and selectivity in silicon–oxygen bond formation between hydroxyl groups and each of the two active hydrogen sites of diphenylsilane. Three hydroxides, six amines, and an organic‐soluble N‐heterocyclic carbene‐copper alkoxide complex (CuIPr‐NHC) were reviewed using in situ FTIR monitoring of reaction progress for the stepwise consumption of both Si–H bonds in diphenylsilane in the presence of water and various alcohols. Hydroxide catalysts with sodium, potassium, and tetramethylammonium (TMA) cations showed strong dependence of cation identity on reaction rate and observable rate order but did not lead to accumulation of a once‐oxidized silane. Amine catalysts exhibited varying levels of selectivity to the once oxidized silane, leading to accumulation of diphenylsilanol and hydride terminated oligomers with relative reaction rates seemingly dependent on the size of amine's alkyl substituents. CuIPr‐NHC showed very limited reactivity to the second dehydrogenation step in comparison to the first, leading to high accumulation of once‐oxidized silane. Leveraging this, the production of diphenyl(monoalkoxy)silanes has been demonstrated with representative primary, secondary, and tertiary alcohols.

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Section: Introductionmentioning

confidence: 99%

Selectivity of dehydrogenative silicone–oxygen bond formation in diphenylsilane by base and base‐activated catalysts

Even

Berkland

2022

Int J of Chemical Kinetics

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“…Under the same conditions, the hydrolysis of compound 4a gives rise to the formation of the mixture silanol/ siloxane in the ratio of *90/10. Amines are known to catalyze the formation of the siloxane bonds [30,31]. In the hydrolysis of compound 4b, N-methylaniline is eliminated, whose basicity is much lower than that of dimethylamine (pK 4.85 and 10.77, respectively [32]).…”

Section: Resultsmentioning

confidence: 99%

Synthesis of (chloromethyl)dimethylsilanol

Lazareva

Никонов

2015

Monatsh Chem

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“…The crystallographic details and synthetic procedure for polymorph I and II of octaphenylcyclotetrasiloxane are also available in reference (6).…”

Section: Methodsmentioning

confidence: 99%

“…It is already reported that polymorphism in siloxanes plays a major role in understanding their physical properties (5). In this study we have chosen a phenyl substituted cyclic siloxane, namely octaphenylcyclotetrasiloxane, (A) for understanding the role of C-H•••π interactions in polymorphs as this molecule has several phenyl groups oriented in different directions with a relatively simple structure and it can be easily prepared by different methods (6).…”

Section: Introductionmentioning

confidence: 99%