Carbon dioxide capture and functionalization by bis(N-heterocyclic carbene)-borylene complexes
Derivatives of free monocoordinated borylenes have attracted considerable interest due to their ability to exhibit transition-metal-like reactivity, in particular small molecules capture. However, such complexes are rare as the formation is either endergonic, or the resulting adduct is a transient i...
| Main Authors: | , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2024
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| Online Access: | https://hdl.handle.net/10356/178339 |
| _version_ | 1811694651052130304 |
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| author | Fan, Jun Koh, An-Ping Wu, Chi-Shiun Su, Ming-Der So, Cheuk-Wai |
| author2 | School of Chemistry, Chemical Engineering and Biotechnology |
| author_facet | School of Chemistry, Chemical Engineering and Biotechnology Fan, Jun Koh, An-Ping Wu, Chi-Shiun Su, Ming-Der So, Cheuk-Wai |
| author_sort | Fan, Jun |
| collection | NTU |
| description | Derivatives of free monocoordinated borylenes have attracted considerable interest due to their ability to exhibit transition-metal-like reactivity, in particular small molecules capture. However, such complexes are rare as the formation is either endergonic, or the resulting adduct is a transient intermediate that is prone to reaction. Here, we present the synthesis of two bis(N-heterocyclic carbene)-borylene complexes capable of capturing and functionalizing carbon dioxide. The capture and subsequent functionalization of CO2 by the bis(NHC)-disilylamidoborylene 1 is demonstrated by the formation of the bis(NHC)-isocyanatoborylene-carbon dioxide complex 3. Reversible capture of CO2 is observed using the bis(NHC)-mesitylborylene 2, and the persistent bis(NHC)-mesitylborylene-carbon dioxide adduct 4 can be stabilized by hydrogen bonding with boric acid. The reactions of 4 with ammonia-borane and aniline demonstrate that the captured CO2 can be further functionalized. |
| first_indexed | 2024-10-01T07:10:57Z |
| format | Journal Article |
| id | ntu-10356/178339 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T07:10:57Z |
| publishDate | 2024 |
| record_format | dspace |
| spelling | ntu-10356/1783392024-06-14T15:31:46Z Carbon dioxide capture and functionalization by bis(N-heterocyclic carbene)-borylene complexes Fan, Jun Koh, An-Ping Wu, Chi-Shiun Su, Ming-Der So, Cheuk-Wai School of Chemistry, Chemical Engineering and Biotechnology Chemistry Borylene Carbon dioxide Derivatives of free monocoordinated borylenes have attracted considerable interest due to their ability to exhibit transition-metal-like reactivity, in particular small molecules capture. However, such complexes are rare as the formation is either endergonic, or the resulting adduct is a transient intermediate that is prone to reaction. Here, we present the synthesis of two bis(N-heterocyclic carbene)-borylene complexes capable of capturing and functionalizing carbon dioxide. The capture and subsequent functionalization of CO2 by the bis(NHC)-disilylamidoborylene 1 is demonstrated by the formation of the bis(NHC)-isocyanatoborylene-carbon dioxide complex 3. Reversible capture of CO2 is observed using the bis(NHC)-mesitylborylene 2, and the persistent bis(NHC)-mesitylborylene-carbon dioxide adduct 4 can be stabilized by hydrogen bonding with boric acid. The reactions of 4 with ammonia-borane and aniline demonstrate that the captured CO2 can be further functionalized. Agency for Science, Technology and Research (A*STAR) Ministry of Education (MOE) Published version This work was supported by the Ministry of Education Singapore, AcRF Tier 1 (RG72/12) and A*STAR MTC Individual Research Grants (M21K2c0117) (C.-W.S.). C.-S.W. and M.-D.S. acknowledge the National Center for High-Performance Computing of Taiwan for generous amounts of computing time and the Ministry of Science and Technology of Taiwan for the financial support. 2024-06-12T08:24:06Z 2024-06-12T08:24:06Z 2024 Journal Article Fan, J., Koh, A., Wu, C., Su, M. & So, C. (2024). Carbon dioxide capture and functionalization by bis(N-heterocyclic carbene)-borylene complexes. Nature Communications, 15, 3052-. https://dx.doi.org/10.1038/s41467-024-47381-7 2041-1723 https://hdl.handle.net/10356/178339 10.1038/s41467-024-47381-7 15 3052 en RG72/12 M21K2c0117 Nature Communications © 2024 The Author(s). This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/ licenses/by/4.0/. application/pdf |
| spellingShingle | Chemistry Borylene Carbon dioxide Fan, Jun Koh, An-Ping Wu, Chi-Shiun Su, Ming-Der So, Cheuk-Wai Carbon dioxide capture and functionalization by bis(N-heterocyclic carbene)-borylene complexes |
| title | Carbon dioxide capture and functionalization by bis(N-heterocyclic carbene)-borylene complexes |
| title_full | Carbon dioxide capture and functionalization by bis(N-heterocyclic carbene)-borylene complexes |
| title_fullStr | Carbon dioxide capture and functionalization by bis(N-heterocyclic carbene)-borylene complexes |
| title_full_unstemmed | Carbon dioxide capture and functionalization by bis(N-heterocyclic carbene)-borylene complexes |
| title_short | Carbon dioxide capture and functionalization by bis(N-heterocyclic carbene)-borylene complexes |
| title_sort | carbon dioxide capture and functionalization by bis n heterocyclic carbene borylene complexes |
| topic | Chemistry Borylene Carbon dioxide |
| url | https://hdl.handle.net/10356/178339 |
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