Development of New Indole-Based <i>N</i>-Heterocyclic Carbene Copper Complexes and Their Applications in Catalysis

This study disclosed the synthesis and characterization of a series of copper <i>N</i>-heterocyclic carbene (NHC) complexes incorporating an indole skeleton. Among these complexes, the Cu-NHC complex with a <i>p</i>-methoxyphenyl group on the indole ring exhibited stability in air for up to six months. In contrast, Cu-NHC complexes bearing alkyl groups on the indole ring were stable under a nitrogen atmosphere for one month. These newly developed Cu-NHC complexes proved effective as catalysts for hydrosilylation of carbonyls in 0.5 mol % loading and <i>N</i>-arylation of oxazolidinones and amides with aryl iodides in 8 mol % loading.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-05-28
DOI
https://doi.org/10.1021/acs.joc.5c00248
Citations
3
Primary Topic
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Type
article
Field-Weighted Citation Impact
2.81
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article

Development of New Indole-Based N-Heterocyclic Carbene Copper Complexes and Their Applications in Catalysis

Peir‐Haur Hung, Hsiang-Min Hsieh, Dong‐Sheng Lee, Ya-Hsuan Tseng et al.
3 citations
The Journal of Organic Chemistry
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
2.81
article

Development of New Indole-Based N-Heterocyclic Carbene Copper Complexes and Their Applications in Catalysis

Peir‐Haur Hung, Hsiang-Min Hsieh, Dong‐Sheng Lee, Ya-Hsuan Tseng, Chien-Hung Lin, Ta‐Jung Lu, Yu-Chen Huang
article en
3 citations

Abstract

This study disclosed the synthesis and characterization of a series of copper <i>N</i>-heterocyclic carbene (NHC) complexes incorporating an indole skeleton. Among these complexes, the Cu-NHC complex with a <i>p</i>-methoxyphenyl group on the indole ring exhibited stability in air for up to six months. In contrast, Cu-NHC complexes bearing alkyl groups on the indole ring were stable under a nitrogen atmosphere for one month. These newly developed Cu-NHC complexes proved effective as catalysts for hydrosilylation of carbonyls in 0.5 mol % loading and <i>N</i>-arylation of oxazolidinones and amides with aryl iodides in 8 mol % loading.

The Journal of Organic ChemistryVol. 90(22)
National Chung Hsing University (TW), National Taipei University (TW)
Openalex Percentile: Top 10%
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
2.81
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