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

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

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
StatePublished - 6 May 2019

Keywords

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

Fingerprint

Dive into the research topics of 'Supported Iridium Catalyst for the Green Synthesis of 3,3′-Bis(indolyl)methanes Using Methanol As the Bridging Methylene Source'. Together they form a unique fingerprint.

Cite this