Study on Nanocomposites between PdNPs and Layered Double Hydroxides for Challenging Organometallic Catalysis

Authors

  • Raquel V. Santos Chemistry Institute, State University of Rio de Janeiro, Rio de Janeiro, RJ 20550-900, Brazil.
  • Aires C. Silva Chemistry Institute, Federal University of Rio de Janeiro, Rio de Janeiro, RJ, 21941-903, Brazil.
  • Luiz Phelipe Tomasso Chemistry Institute, Federal University of Rio de Janeiro, Rio de Janeiro, RJ, 21941-903, Brazil.
  • Douglas G. de Lima Chemistry Institute, State University of Rio de Janeiro, Rio de Janeiro, RJ 20550-900, Brazil.
  • Alessandro B. C. Simas Walter Mors Institute of Research on Natural Products, Federal University of Rio de Janeiro, Rio de Janeiro, RJ, 21941-614, Brazil.
  • Luiz Fernando B. Malta Chemistry Institute, Federal University of Rio de Janeiro, Rio de Janeiro, RJ, 21941-903, Brazil.
  • Jaqueline D. Senra Chemistry Institute, State University of Rio de Janeiro, Rio de Janeiro, RJ 20550-900, Brazil.

DOI:

https://doi.org/10.9734/bpi/nicb/v2/3237F

Keywords:

Enol phosphates, layered double hydroxides, palladium nanocomposites, Suzuki-Miyaura

Abstract

A new catalytic approach for the C-O activation of enol phosphates based on a palladium supported on layered-double hydroxide is demonstrated. Hydrothermally treated LDH containing Pd(0) gave the best catalytic results.  In particular, two different ketene aminal phosphates were used as models to study the synthesis of \(\alpha\)-phenyl enecarbamates N-Boc/ CBz under the Suzuki-Miyaura conditions. Importantly, the Boc substituted o-brominated enol phosphate was quite stable under the catalytic conditions when compared to the CBz counterpart. The use of an ortho-bromo aniline as precursor allowed the synthesis of the 2-phenyl indole through an arylation/ Heck cyclization in moderate yields. Catalyst reusability enabled the synthesis of the heterocycle in moderate yields for four consecutive runs.

Published

2021-08-26

How to Cite

Raquel V. Santos, Aires C. Silva, Luiz Phelipe Tomasso, Douglas G. de Lima, Alessandro B. C. Simas, Luiz Fernando B. Malta, & Jaqueline D. Senra. (2021). Study on Nanocomposites between PdNPs and Layered Double Hydroxides for Challenging Organometallic Catalysis. New Innovations in Chemistry and Biochemistry Vol. 2, 1–13. https://doi.org/10.9734/bpi/nicb/v2/3237F