Four-membered heterocyclic molecules featuring boron and heavy group 14 elements that exhibit both σ-aromatic and π-aromatic properties: a new synthetic target
In this study, we present a series of theoretically designed B2G14G14' molecules, featuring four-membered-ring heterocycles containing boron and heavy group 14 elements (G14 and G14' = Si, Ge, Sn, and Pb). Through the use of density functional theory (DFT), natural bond orbital (NBO) analy...
| Main Authors: | , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2024
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/180909 |
| _version_ | 1826119019883659264 |
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| author | Zhang, Zheng-Feng So, Cheuk-Wai Su, Ming-Der |
| author2 | School of Chemistry, Chemical Engineering and Biotechnology |
| author_facet | School of Chemistry, Chemical Engineering and Biotechnology Zhang, Zheng-Feng So, Cheuk-Wai Su, Ming-Der |
| author_sort | Zhang, Zheng-Feng |
| collection | NTU |
| description | In this study, we present a series of theoretically designed B2G14G14' molecules, featuring four-membered-ring heterocycles containing boron and heavy group 14 elements (G14 and G14' = Si, Ge, Sn, and Pb). Through the use of density functional theory (DFT), natural bond orbital (NBO) analysis, quantum theory of atoms in molecules (QTAIM), and electron localization function (ELF), our studies demonstrate a strong π single bond between the bridgehead G14 and G14' atoms, with minimal participation from a very weak G14-G14' σ bond. Additionally, the nucleus independent chemical shift (NICS), anisotropy of current-induced density (ACID), and adaptive natural density partitioning (AdNDP) analyses definitively establish the presence of both σ-aromaticity and π-aromaticity in these inorganic four-membered heterocyclic neutral molecules. |
| first_indexed | 2025-03-09T12:20:07Z |
| format | Journal Article |
| id | ntu-10356/180909 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2025-03-09T12:20:07Z |
| publishDate | 2024 |
| record_format | dspace |
| spelling | ntu-10356/1809092024-11-04T06:12:01Z Four-membered heterocyclic molecules featuring boron and heavy group 14 elements that exhibit both σ-aromatic and π-aromatic properties: a new synthetic target Zhang, Zheng-Feng So, Cheuk-Wai Su, Ming-Der School of Chemistry, Chemical Engineering and Biotechnology Chemistry Aromaticities Group 14 element In this study, we present a series of theoretically designed B2G14G14' molecules, featuring four-membered-ring heterocycles containing boron and heavy group 14 elements (G14 and G14' = Si, Ge, Sn, and Pb). Through the use of density functional theory (DFT), natural bond orbital (NBO) analysis, quantum theory of atoms in molecules (QTAIM), and electron localization function (ELF), our studies demonstrate a strong π single bond between the bridgehead G14 and G14' atoms, with minimal participation from a very weak G14-G14' σ bond. Additionally, the nucleus independent chemical shift (NICS), anisotropy of current-induced density (ACID), and adaptive natural density partitioning (AdNDP) analyses definitively establish the presence of both σ-aromaticity and π-aromaticity in these inorganic four-membered heterocyclic neutral molecules. Z.-F. Zhang and M.-D. Su thank the National Science and Technology Council of Taiwan for the financial support. 2024-11-04T06:12:01Z 2024-11-04T06:12:01Z 2024 Journal Article Zhang, Z., So, C. & Su, M. (2024). Four-membered heterocyclic molecules featuring boron and heavy group 14 elements that exhibit both σ-aromatic and π-aromatic properties: a new synthetic target. Dalton Transactions, 53(35), 14866-14874. https://dx.doi.org/10.1039/d4dt02002b 1477-9226 https://hdl.handle.net/10356/180909 10.1039/d4dt02002b 39189107 2-s2.0-85202659094 35 53 14866 14874 en Dalton Transactions © 2024 The Author(s). All rights reserved. |
| spellingShingle | Chemistry Aromaticities Group 14 element Zhang, Zheng-Feng So, Cheuk-Wai Su, Ming-Der Four-membered heterocyclic molecules featuring boron and heavy group 14 elements that exhibit both σ-aromatic and π-aromatic properties: a new synthetic target |
| title | Four-membered heterocyclic molecules featuring boron and heavy group 14 elements that exhibit both σ-aromatic and π-aromatic properties: a new synthetic target |
| title_full | Four-membered heterocyclic molecules featuring boron and heavy group 14 elements that exhibit both σ-aromatic and π-aromatic properties: a new synthetic target |
| title_fullStr | Four-membered heterocyclic molecules featuring boron and heavy group 14 elements that exhibit both σ-aromatic and π-aromatic properties: a new synthetic target |
| title_full_unstemmed | Four-membered heterocyclic molecules featuring boron and heavy group 14 elements that exhibit both σ-aromatic and π-aromatic properties: a new synthetic target |
| title_short | Four-membered heterocyclic molecules featuring boron and heavy group 14 elements that exhibit both σ-aromatic and π-aromatic properties: a new synthetic target |
| title_sort | four membered heterocyclic molecules featuring boron and heavy group 14 elements that exhibit both σ aromatic and π aromatic properties a new synthetic target |
| topic | Chemistry Aromaticities Group 14 element |
| url | https://hdl.handle.net/10356/180909 |
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