The Addition of Silicon Hydrides to Olefinic Double Bonds. VIII. The Addition of Trichlorosilane-<i>d</i>

Ryan, John W.; Speier, John L.

doi:10.1021/ja01059a030

Cited by 65 publications

(25 citation statements)

References 1 publication

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“…Since the hydrosilylation reaction was identified, various catalysts for its accomplishment have been successively researched and developed. In 1947, Speier's catalyst (H 2 PtCl 6 ·6H 2 O/isopropanol) was first found to be effective in the hydrosilylation of alkynes and alkenes with silanes 5–11. Thereafter, Karstedt's catalyst (Pt complex with 1,3‐divinyltetramethyldisiloxane) gradually replaced Speier's catalyst by virtue of its higher activity 12–14.…”

Section: Introductionmentioning

confidence: 99%

Use of carboxylated polyethylene glycol as promoter for platinum-catalyzed hydrosilylation of alkenes

Bai

Peng

et al. 2011

Appl. Organometal. Chem.

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Several carboxylated polyethylene glycols as promoters were applied in the platinum-catalyzed hydrosilylation of alkenes, and polyethylene glycol maleic acid monoester as a promoter for hydrosilylation was investigated. It was found that an improvement of the selectivity was achieved in the presence of carboxylated polyethylene glycol, and the β-adduct as major product was obtained. Additionally, the effect of alkenes and silanes employed on the selectivity was investigated; better selectivity could be achieved when (EtO) 3 SiH was used as the hydride than ClMe 2 SiH.

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Section: Introductionmentioning

confidence: 99%

Use of carboxylated polyethylene glycol as promoter for platinum-catalyzed hydrosilylation of alkenes

Bai

Peng

et al. 2011

Appl. Organometal. Chem.

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“…Catalytic hydrosilylation of olefins with soluble platinum complexes was first described by Speier et al (14), Saam and Séller (15), and Ryan and Séller (16) and the commercial catalyst (hexachloroplatinic acid) bears Speier's name.…”

Section: Introductionmentioning

confidence: 99%

The activity of Pt/SiO₂ catalysts obtained by the sol-gel method in the hydrosilylation of 1-alkynes

González-Jiménez¹,

Martínez-Rosales²,

Cervantes³

2003

Can. J. Chem.

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Heterogeneous platinum catalysts (Pt/SiO 2 ) obtained by the sol-gel process at pH 3 and 9 have been used in the hydrosilylation reaction of 1-alkynes using various silanes. Once the catalysts were activated they were used in the hydrosilylation of 1-alkynes after a short induction period. The product distribution was quite similar in either case but important differences in catalytic activity and turnover reactions were observed. The catalyst obtained in the basic medium after each reaction lost its catalytic activity, so further activation was needed. To understand this behavior, the catalysts were characterized by 29 Si CPMAS NMR, FT IR, and BET surface area measurements. The 29 Si CPMAS NMR studies showed the presence of terminal and bridged hydroxyl groups in the Pt/SiO 2 catalyst at pH = 9. Similar results were observed by FT IR analysis because of the catalysts' synthetic conditions. Résumé : On a utilisé des catalyseurs homogènes de platine (Pt/SiO 2 ) obtenus par le procédé sol-gel à des pH de 3 et de 9 pour effectuer l'hydrosilylation d'alc-1-ynes à l'aide de divers silanes. Une fois les catalyseurs activés, ils étaient utilisés pour effectuer l'hydrosilylation des alc-1-ynes après une courte période d'induction. La distribution des produits est très semblable dans les deux cas, mais on a observé des différences importantes dans l'activité catalytique et dans les réactions de changement. Le catalyseur obtenu en milieu basique perd son activité après chaque réaction et on doit donc procéder à chaque fois à une nouvelle activation. Dans le but de comprendre ce comportement, on a procédé à une caractérisation des catalyseurs par RMN « CPMAS » du 29 Si, par spectroscopie IR à transformée de Fourrier et par des mesures « BET » de l'aire de la surface. Les études de RMN CPMAS du 29 Si ont montré que la présence de groupes hydroxyles pontés et terminaux est minimale dans le catalyseur de Pt/SiO 2 obtenu à un pH de 9. Des résultats semblables ont été obtenus par l'analyse du spectre IR à transformée de Fourier en raison des conditions de synthèse du catalyseur.

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“…The stereochemistry of addition to methylcyclohexenes was studied by Ryan and Speier 66 and by Selin and West 67 . With peroxides, addition to the double bond occurs and gives two products (equations 8 and 9).…”

Section: Table 5 Effect Of the Nature And Concentration Of Olefin Cmentioning

confidence: 99%

“…Ryan and Speier 66 on the other hand assumed formation of silane-platinum complexes to explain interchanges of hydrogen and deuterium. Chalk and Harrod pointed out that if k± > ks no isomerization would be expected, but if ks > £4 isomerization will occur.…”

Section: Mechanismsmentioning

confidence: 99%

Hydrosilation in the Synthesis of Organosilanes

MEALS¹

1966

Organosilicon Chemistry

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The Addition of Silicon Hydrides to Olefinic Double Bonds. VIII. The Addition of Trichlorosilane-d

Cited by 65 publications

References 1 publication

Use of carboxylated polyethylene glycol as promoter for platinum-catalyzed hydrosilylation of alkenes

Use of carboxylated polyethylene glycol as promoter for platinum-catalyzed hydrosilylation of alkenes

The activity of Pt/SiO₂ catalysts obtained by the sol-gel method in the hydrosilylation of 1-alkynes

Hydrosilation in the Synthesis of Organosilanes

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The Addition of Silicon Hydrides to Olefinic Double Bonds. VIII. The Addition of Trichlorosilane-d

Cited by 65 publications

References 1 publication

Use of carboxylated polyethylene glycol as promoter for platinum-catalyzed hydrosilylation of alkenes

Use of carboxylated polyethylene glycol as promoter for platinum-catalyzed hydrosilylation of alkenes

The activity of Pt/SiO2 catalysts obtained by the sol-gel method in the hydrosilylation of 1-alkynes

Hydrosilation in the Synthesis of Organosilanes

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The activity of Pt/SiO₂ catalysts obtained by the sol-gel method in the hydrosilylation of 1-alkynes