Supported Iridium Catalyst for the Green Synthesis of 3,3′-Bis(indolyl)methanes Using Methanol As the Bridging Methylene Source

Wenwen Qiang, Xiang Liu*, Teck Peng Loh

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

34 Citations (Scopus)

Abstract

The first example of a heterogeneous catalyst based on hydrotalcite-derived Mg-Al oxides supported iridium (Ir/MgxAlO) for activation of methanol in the synthesis of bis(indolyl)methanes (BIMs) is reported. In this clean and reusable iridium-based catalytic system, a variety of substituted indoles were selectively converted to their corresponding BIMs in moderate to good yields with high tolerance to reducible functional groups by using methanol as a bridging methylene (-CH2-) donor. The high catalytic activity and selectivity of the reaction benefit from the delicate cooperation of redox/acid-base surface sites on this artificially designed multifunctional Ir/MgxAlO catalyst. The overall simplicity, chemoselectivity and sustainability of the catalytic system make this approach a valuable and step-economical tool to construct C-C bond directly from methanol in the synthesis of more complex molecules.

Original languageEnglish
Pages (from-to)8429-8439
Number of pages11
JournalACS Sustainable Chemistry and Engineering
Volume7
Issue number9
DOIs
Publication statusPublished - May 6 2019
Externally publishedYes

Bibliographical note

Publisher Copyright:
© Copyright 2019 American Chemical Society.

ASJC Scopus Subject Areas

  • General Chemistry
  • Environmental Chemistry
  • General Chemical Engineering
  • Renewable Energy, Sustainability and the Environment

Keywords

  • Cross-dehydrogenative coupling
  • Heterogeneous catalyst
  • Indoles
  • Methanol activation
  • Mg-Al oxides
  • Supported Ir catalysts

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