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A Ligand-Free Pt sub(3) Cluster Catalyzes the Markovnikov Hydrosilylation of Alkynes with up to 10 super(6) Turnover Frequencies

The Pt-catalyzed hydrosilylation of alkynes is the procedure of choice to obtain vinylsilanes, and is claimed to be the most relevant application of Pt in organic synthesis. More than half a century after its discovery, only beta -vinylsilanes (anti-Markovnikov addition) are obtained with simple Pt... Full description

Journal Title: Chemistry: A European Journal January 2017, Vol.23(7), pp.1702-1708
Main Author: Rivero-Crespo, Miguel
Other Authors: Leyva-Perez, Antonio , Corma, Avelino
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 0947-6539 ; E-ISSN: 1521-3765 ; DOI: 10.1002/chem.201605520
Link: http://search.proquest.com/docview/1884105054/?pq-origsite=primo
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title: A Ligand-Free Pt sub(3) Cluster Catalyzes the Markovnikov Hydrosilylation of Alkynes with up to 10 super(6) Turnover Frequencies
format: Article
creator:
  • Rivero-Crespo, Miguel
  • Leyva-Perez, Antonio
  • Corma, Avelino
subjects:
  • Terminals
  • Clusters
  • Alkynes
  • Platinum
  • Hydrosilylation
  • Catalysts
  • Selectivity
  • Catalysis
  • Analysis (MD)
  • Chemical Analysis (Ep)
  • Chemical Analysis (Ed)
  • Chemical Analysis (EC)
ispartof: Chemistry: A European Journal, January 2017, Vol.23(7), pp.1702-1708
description: The Pt-catalyzed hydrosilylation of alkynes is the procedure of choice to obtain vinylsilanes, and is claimed to be the most relevant application of Pt in organic synthesis. More than half a century after its discovery, only beta -vinylsilanes (anti-Markovnikov addition) are obtained with simple Pt catalysts, whereas alpha -vinylsilanes (Markovnikov addition) remain elusive compounds. Here the catalysis of the Markovnikov hydrosilylation of terminal alkynes by Pt sub(3) clusters, in parts-per-million amounts, to give a wide variety of alpha -vinylsilanes in reasonable isolated yields and with turnover frequencies that can reach up to one million per hour is reported. Moreover, these alpha -vinylsilanes are reactive in well-stablished C-C bond-forming cascade reactions, in which the corresponding beta -isomers are unreactive. Besides its efficiency and synthetic usefulness, this catalytic system is an excellent example of how the atom-by-atom aggregation of a catalytic...
language: eng
source:
identifier: ISSN: 0947-6539 ; E-ISSN: 1521-3765 ; DOI: 10.1002/chem.201605520
fulltext: fulltext
issn:
  • 09476539
  • 0947-6539
  • 15213765
  • 1521-3765
url: Link


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titleA Ligand-Free Pt sub(3) Cluster Catalyzes the Markovnikov Hydrosilylation of Alkynes with up to 10 super(6) Turnover Frequencies
creatorRivero-Crespo, Miguel ; Leyva-Perez, Antonio ; Corma, Avelino
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subjectTerminals ; Clusters ; Alkynes ; Platinum ; Hydrosilylation ; Catalysts ; Selectivity ; Catalysis ; Analysis (MD) ; Chemical Analysis (Ep) ; Chemical Analysis (Ed) ; Chemical Analysis (EC)
descriptionThe Pt-catalyzed hydrosilylation of alkynes is the procedure of choice to obtain vinylsilanes, and is claimed to be the most relevant application of Pt in organic synthesis. More than half a century after its discovery, only beta -vinylsilanes (anti-Markovnikov addition) are obtained with simple Pt catalysts, whereas alpha -vinylsilanes (Markovnikov addition) remain elusive compounds. Here the catalysis of the Markovnikov hydrosilylation of terminal alkynes by Pt sub(3) clusters, in parts-per-million amounts, to give a wide variety of alpha -vinylsilanes in reasonable isolated yields and with turnover frequencies that can reach up to one million per hour is reported. Moreover, these alpha -vinylsilanes are reactive in well-stablished C-C bond-forming cascade reactions, in which the corresponding beta -isomers are unreactive. Besides its efficiency and synthetic usefulness, this catalytic system is an excellent example of how the atom-by-atom aggregation of a catalytic...
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titleA Ligand-Free Pt sub(3) Cluster Catalyzes the Markovnikov Hydrosilylation of Alkynes with up to 10 super(6) Turnover Frequencies
descriptionThe Pt-catalyzed hydrosilylation of alkynes is the procedure of choice to obtain vinylsilanes, and is claimed to be the most relevant application of Pt in organic synthesis. More than half a century after its discovery, only beta -vinylsilanes (anti-Markovnikov addition) are obtained with simple Pt catalysts, whereas alpha -vinylsilanes (Markovnikov addition) remain elusive compounds. Here the catalysis of the Markovnikov hydrosilylation of terminal alkynes by Pt sub(3) clusters, in parts-per-million amounts, to give a wide variety of alpha -vinylsilanes in reasonable isolated yields and with turnover frequencies that can reach up to one million per hour is reported. Moreover, these alpha -vinylsilanes are reactive in well-stablished C-C bond-forming cascade reactions, in which the corresponding beta -isomers are unreactive. Besides its efficiency and synthetic usefulness, this catalytic system is an excellent example of how the atom-by-atom aggregation of a catalytic...
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titleA Ligand-Free Pt sub(3) Cluster Catalyzes the Markovnikov Hydrosilylation of Alkynes with up to 10 super(6) Turnover Frequencies
authorRivero-Crespo, Miguel ; Leyva-Perez, Antonio ; Corma, Avelino
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abstractThe Pt-catalyzed hydrosilylation of alkynes is the procedure of choice to obtain vinylsilanes, and is claimed to be the most relevant application of Pt in organic synthesis. More than half a century after its discovery, only beta -vinylsilanes (anti-Markovnikov addition) are obtained with simple Pt catalysts, whereas alpha -vinylsilanes (Markovnikov addition) remain elusive compounds. Here the catalysis of the Markovnikov hydrosilylation of terminal alkynes by Pt sub(3) clusters, in parts-per-million amounts, to give a wide variety of alpha -vinylsilanes in reasonable isolated yields and with turnover frequencies that can reach up to one million per hour is reported. Moreover, these alpha -vinylsilanes are reactive in well-stablished C-C bond-forming cascade reactions, in which the corresponding beta -isomers are unreactive. Besides its efficiency and synthetic usefulness, this catalytic system is an excellent example of how the atom-by-atom aggregation of a catalytic...
doi10.1002/chem.201605520
urlhttp://search.proquest.com/docview/1884105054/
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date2017-01-01