Bismuth Perfluoroalkylphosphinates: New Catalysts for Application in Organic Syntheses.

Chemistry

Centrum für Molekulare Materialien, Fakultät für Chemie, Anorganische Chemie, Universität Bielefeld, Universitätsstraße 25, 33615, Bielefeld, Germany.

Published: January 2017

AI Article Synopsis

  • Researchers treated commercially available bismuth compounds (BiPh) with perfluoroalkylphosphinic acids, resulting in new highly Lewis acidic bismuth(III) perfluoroalkylphosphinates.
  • The study successfully synthesized the first bismuth(V) perfluoroalkylphosphinate and outlined the methods used for this synthesis.
  • The newly created bismuth compounds were demonstrated to be effective catalysts in various carbon-carbon bond forming reactions, including Friedel-Crafts acylation and alkylation, as well as Diels-Alder, Strecker, and Mannich reactions.

Article Abstract

Commercially available BiPh was treated with perfluoroalkylphosphinic acids [for example, (C F ) P(O)OH] to generate novel, highly Lewis acidic bismuth(III) perfluoroalkylphosphinates of the type Ph Bi[R PO ] (x=0, 1, 2) (R =-C F , -C F ). The first bismuth(V) perfluoroalkylphosphinate, Ph Bi[(C F ) PO ] , was synthesized from Ph BiCl and Ag[(C F ) PO ]. Examples for the successful application of the catalytically active bismuth(III) and bismuth(V) phosphinates in carbon-carbon bond forming reactions, such as Friedel-Crafts acylation and alkylation, Diels-Alder, Strecker and Mannich reaction, are presented.

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http://dx.doi.org/10.1002/chem.201604914DOI Listing

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Bismuth Perfluoroalkylphosphinates: New Catalysts for Application in Organic Syntheses.

Chemistry

January 2017

Centrum für Molekulare Materialien, Fakultät für Chemie, Anorganische Chemie, Universität Bielefeld, Universitätsstraße 25, 33615, Bielefeld, Germany.

Article Synopsis
  • Researchers treated commercially available bismuth compounds (BiPh) with perfluoroalkylphosphinic acids, resulting in new highly Lewis acidic bismuth(III) perfluoroalkylphosphinates.
  • The study successfully synthesized the first bismuth(V) perfluoroalkylphosphinate and outlined the methods used for this synthesis.
  • The newly created bismuth compounds were demonstrated to be effective catalysts in various carbon-carbon bond forming reactions, including Friedel-Crafts acylation and alkylation, as well as Diels-Alder, Strecker, and Mannich reactions.
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