Supported iridium catalyst for the green synthesis of 3,3′-bis(indolyl)methanes using methanol as the bridging methylene source

The first example of a heterogeneous catalyst based on hydrotalcite-derived Mg-Al oxides supported iridium (Ir/Mg AlO) 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 w...

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Main Authors: Qiang, Wenwen, Liu, Xiang, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2021
Subjects:
Online Access:https://hdl.handle.net/10356/147445
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author Qiang, Wenwen
Liu, Xiang
Loh, Teck-Peng
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Qiang, Wenwen
Liu, Xiang
Loh, Teck-Peng
author_sort Qiang, Wenwen
collection NTU
description The first example of a heterogeneous catalyst based on hydrotalcite-derived Mg-Al oxides supported iridium (Ir/Mg AlO) 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 (-CH -) 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/Mg AlO 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. x 2 x
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spelling ntu-10356/1474452021-04-01T07:43:08Z Supported iridium catalyst for the green synthesis of 3,3′-bis(indolyl)methanes using methanol as the bridging methylene source Qiang, Wenwen Liu, Xiang Loh, Teck-Peng School of Physical and Mathematical Sciences Science::Chemistry Heterogeneous Catalyst Supported Iridium Catalysts The first example of a heterogeneous catalyst based on hydrotalcite-derived Mg-Al oxides supported iridium (Ir/Mg AlO) 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 (-CH -) 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/Mg AlO 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. x 2 x We are grateful for financial support from the Natural Science Foundation of Jiangsu Provincial Department of Education (18KJB150019), Nanjing Tech University (Start-up Grant 38274017108 and 39837101), the SICAM Fellowship from Jiangsu National Synergetic Innovation Center for Advanced Materials. 2021-04-01T07:43:08Z 2021-04-01T07:43:08Z 2019 Journal Article Qiang, W., Liu, X. & Loh, T. (2019). Supported iridium catalyst for the green synthesis of 3,3′-bis(indolyl)methanes using methanol as the bridging methylene source. ACS Sustainable Chemistry and Engineering, 7(9), 8429-8439. https://dx.doi.org/10.1021/acssuschemeng.9b00094 2168-0485 0000-0002-0517-7863 0000-0002-2936-337X https://hdl.handle.net/10356/147445 10.1021/acssuschemeng.9b00094 2-s2.0-85065438637 9 7 8429 8439 en ACS Sustainable Chemistry and Engineering © 2019 American Chemical Society. All rights reserved.
spellingShingle Science::Chemistry
Heterogeneous Catalyst
Supported Iridium Catalysts
Qiang, Wenwen
Liu, Xiang
Loh, Teck-Peng
Supported iridium catalyst for the green synthesis of 3,3′-bis(indolyl)methanes using methanol as the bridging methylene source
title Supported iridium catalyst for the green synthesis of 3,3′-bis(indolyl)methanes using methanol as the bridging methylene source
title_full Supported iridium catalyst for the green synthesis of 3,3′-bis(indolyl)methanes using methanol as the bridging methylene source
title_fullStr Supported iridium catalyst for the green synthesis of 3,3′-bis(indolyl)methanes using methanol as the bridging methylene source
title_full_unstemmed Supported iridium catalyst for the green synthesis of 3,3′-bis(indolyl)methanes using methanol as the bridging methylene source
title_short Supported iridium catalyst for the green synthesis of 3,3′-bis(indolyl)methanes using methanol as the bridging methylene source
title_sort supported iridium catalyst for the green synthesis of 3 3 bis indolyl methanes using methanol as the bridging methylene source
topic Science::Chemistry
Heterogeneous Catalyst
Supported Iridium Catalysts
url https://hdl.handle.net/10356/147445
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AT liuxiang supportediridiumcatalystforthegreensynthesisof33bisindolylmethanesusingmethanolasthebridgingmethylenesource
AT lohteckpeng supportediridiumcatalystforthegreensynthesisof33bisindolylmethanesusingmethanolasthebridgingmethylenesource