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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Format: | Journal Article |
Language: | English |
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2021
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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 |
first_indexed | 2024-10-01T05:54:27Z |
format | Journal Article |
id | ntu-10356/147445 |
institution | Nanyang Technological University |
language | English |
last_indexed | 2024-10-01T05:54:27Z |
publishDate | 2021 |
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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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