Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals

María Tejeda-Serrano, Vicent Lloret, Bence G. Márkus, Ferenc Simon, Frank Hauke, Andreas Hirsch, Antonio Doménech-Carbó, Gonzalo Abellán, Antonio Leyva-Pérez

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The substitution of catalytic metals by p-block main elements has a tremendous impact not only in the fundamentals but also in the economic and ecological fingerprint of organic reactions. Here we show that few-layer black phosphorous (FL-BP), a recently discovered and now readily available 2D material, catalyzes different radical additions to alkenes with an initial turnover frequency (TOF0) up to two orders of magnitude higher than representative state-of-the-art metal complex catalysts at room temperature. The corresponding electron-rich BP intercalation compound (BPIC) KP6 shows a nearly twice TOF0 increase with respect to FL-BP. This increase in catalytic activity respect to the neutral counterpart also occurs in other 2D materials (graphene vs. KC8) and metal complex catalysts (Fe0 vs. Fe2− carbon monoxide complexes). This reactive parallelism opens the door for cross-fertilization between 2D materials and metal catalysts in organic synthesis.

Original languageEnglish
Pages (from-to)2226-2232
Number of pages7
JournalChemCatChem
Volume12
Issue number8
DOIs
Publication statusPublished - Apr 20 2020

Keywords

  • 2D materials
  • alkenes
  • black phosphorus
  • iron
  • p-block catalysis
  • radical addition

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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  • Cite this

    Tejeda-Serrano, M., Lloret, V., Márkus, B. G., Simon, F., Hauke, F., Hirsch, A., Doménech-Carbó, A., Abellán, G., & Leyva-Pérez, A. (2020). Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals. ChemCatChem, 12(8), 2226-2232. https://doi.org/10.1002/cctc.201902276