2021
DOI: 10.1039/d1cc01253c
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Synthesis of bifunctional disiloxanes via subsequent hydrosilylation of alkenes and alkynes

Abstract: Synthesis of unsymmetrical and bifunctional building blocks based on 1,1,3,3-tetramethyldisiloxane is presented which allows compounds with a wide spectrum of reactive groups bonded to alkenes and alkynes to be obtained.

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Cited by 20 publications
(11 citation statements)
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“…Based on the literature review [18b,49] and our previous works [39,50] on the synthesis of organosilicon compounds in hydrosilylation reactions, seven commercially available catalysts, PtO 2 , Pt/C, Pt(PPh 3 ) 4 , Pt 2 (dvs) 3 , H 2 PtCl 6 , [Rh(cod)Cl] 2 , and [Ir(cod)Cl] 2 , were selected (Table 1). Hydrosilylation of 1a is a complex process because of the possible formation of 5 different products: two adducts (α and β) in the hydrosilylation of the C=C bond, an O-silylation product, and two byproducts (E, Z) in the dehydrogenative silylation process.…”
Section: Resultsmentioning
confidence: 99%
“…Based on the literature review [18b,49] and our previous works [39,50] on the synthesis of organosilicon compounds in hydrosilylation reactions, seven commercially available catalysts, PtO 2 , Pt/C, Pt(PPh 3 ) 4 , Pt 2 (dvs) 3 , H 2 PtCl 6 , [Rh(cod)Cl] 2 , and [Ir(cod)Cl] 2 , were selected (Table 1). Hydrosilylation of 1a is a complex process because of the possible formation of 5 different products: two adducts (α and β) in the hydrosilylation of the C=C bond, an O-silylation product, and two byproducts (E, Z) in the dehydrogenative silylation process.…”
Section: Resultsmentioning
confidence: 99%
“…18,19 The application of click-chemistry methods to obtain new organosilicon compounds quickly develops, 20 for example, a recent work of Polish researchers, in which they used sequential hydrosilylation of tetramethyl disiloxane to obtain bifunctional compounds, is an example. 21 Yet another example is the sequential use of one-pot Piers-Rubinsztajn reactions and the hydrosilylation of CO bonds to give individual oligosiloxanes with a strictly controlled composition of links. 22 A method for synthesizing functional polysiloxanes by azide-alkyne addition has been developed actively.…”
Section: Introductionmentioning
confidence: 99%
“…The preparation of polyorganosiloxanes with various functional groups, as well as copolymers and cross-linked materials based on them, is usually carried out using three main synthetic approaches: the hydrosilylation reaction, hydrothiolation, and ROP or catalytic rearrangement . Despite the wide distribution of these reactions and their importance for the preparation of functional polysiloxanes and materials based on them, ROP is often used in combination with addition reactions. However, such addition reactions have a number of disadvantages: the hydrosilylation reaction requires the use of expensive catalysts–transition metal complexes, and the hydrothiolation reaction is hardly scalable and involves the use of constant light transmission or photoinitiators, which are difficult to separate from the final polymer and, in principle, are difficult to implement in a solution-free environment.…”
Section: Introductionmentioning
confidence: 99%