Highly selective hydrosilylation of olefins and acetylenes by platinum(0) complexes bearing bulky N-heterocyclic carbene ligands

Żak, Patrycja; Bołt, Małgorzata; Kubicki, Maciej; Pietraszuk, Cezary

doi:10.1039/c7dt04392a

Cited by 43 publications

(42 citation statements)

References 36 publications

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“…[45] The scope of these tests are collected in Table 1. [45] The scope of these tests are collected in Table 1.…”

Section: ] and Based On Rh ([Rhcl(cod)] 2 [Rhcl(pph) 3 ]) And Ir ([Imentioning

confidence: 99%

“…As it was mentioned, we observed similar selectivities of β-hydrosilylation products when styrenes were used, analogously to monosubstituted silsesquioxanes and regardless of the catalyst used. [45] This observation could be explained by the polarizing effect of the phenyl group at vinyl moiety. 20 h, due to lower excess of styrenes (1.0125 equiv.…”

Section: ] and Based On Rh ([Rhcl(cod)] 2 [Rhcl(pph) 3 ]) And Ir ([Imentioning

confidence: 99%

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Highly Efficient Route for the Synthesis of a Novel Generation of Tetraorganofunctional Double‐decker Type of Silsesquioxanes

et al. 2019

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We present an efficient methodology for the synthesis of tetrafunctionalized double-decker silsesquioxanes via hydrosilylation reaction. An investigation of the catalytic system, olefin structure, chemical and steric surrounding of SiÀ H moiety in the respective reagent was carried out on the progress, selectivity and rate of hydrosilylation process. Two alternative synthetic pathways for obtaining a variety of functionalized double-decker silsesquioxanes with high yields based on the Pt catalysts were developed. These parallel routes concern reverse SiÀ H and À CH=CH 2 reactive groups placement in the doubledecker silsesquioxane core. As a result, a series of new tetrasubstituted double-decker silsesquioxanes derivatives were obtained with high yield and selectivity and comprehensively characterized in detail by spectroscopic analyses.[a] J.

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“…[45] The scope of these tests are collected in Table 1. [45] The scope of these tests are collected in Table 1.…”

Section: ] and Based On Rh ([Rhcl(cod)] 2 [Rhcl(pph) 3 ]) And Ir ([Imentioning

confidence: 99%

Section: ] and Based On Rh ([Rhcl(cod)] 2 [Rhcl(pph) 3 ]) And Ir ([Imentioning

confidence: 99%

Highly Efficient Route for the Synthesis of a Novel Generation of Tetraorganofunctional Double‐decker Type of Silsesquioxanes

et al. 2019

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“…We have recently demonstrated that hydrosilylation of terminal olefins as well as terminal and internal acetylenes catalyzed by platinum(0) complexes containing highly hindered NHC ligands occurs with complete regio‐ and stereoselectivity (Scheme ) …”

Section: Introductionmentioning

confidence: 99%

“…Hydrosilylation of olefins and acetylenes with trisubstituted silanes presented in our previous paper. Reproduced from ref …”

Section: Introductionmentioning

confidence: 99%

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Selective Hydrosilylation of Dienes, Enynes, and Diynes Catalyzed by a Platinum Complex with a Very Bulky NHC Ligand – The Crucial Role of Precise Tuning of the Reaction Conditions

2019

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Series of various dienes, diynes and enynes were hydrosilylated in the presence of platinum complex [Pt(IPr*OMe)(dvms)] (I) (where IPr*OMe=1,3‐bis{2,6‐bis(diphenylmethyl)‐4‐methoxyphenyl}imidazol‐2‐ylidene, dvtms = divinyltetramethyldisiloxane) to afford selectively the corresponding mono‐ and bissilylated products in high yields. In each case, the process proceeded fully regioselectively according to the anti‐Markovnikov rule. Hydrosilylation of carbon–carbon triple bonds led to exclusive formation of E‐isomers. For the first time, a one‐pot sequential hydrosilylation of a selected 1,3‐enyne and symmetric α,ω‐diene with two different silanes was also achieved. Moreover, the optimized reaction conditions were adopted for successful hydrosilylation of 1,3‐enynes with secondary silanes to yield stereoregular polyenes containing terminal carbon–carbon double bonds.

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Functionalized Alkenes from Hydrofunctionalization of Alkynes

2022

Addition Reactions With Unsaturated Hydrocarbons

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Highly selective hydrosilylation of olefins and acetylenes by platinum(0) complexes bearing bulky N-heterocyclic carbene ligands

Cited by 43 publications

References 36 publications

Highly Efficient Route for the Synthesis of a Novel Generation of Tetraorganofunctional Double‐decker Type of Silsesquioxanes

Highly Efficient Route for the Synthesis of a Novel Generation of Tetraorganofunctional Double‐decker Type of Silsesquioxanes

Selective Hydrosilylation of Dienes, Enynes, and Diynes Catalyzed by a Platinum Complex with a Very Bulky NHC Ligand – The Crucial Role of Precise Tuning of the Reaction Conditions

Functionalized Alkenes from Hydrofunctionalization of Alkynes

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