Study of the aromatic boron rich inorganic benzene and its isomers
As with the great progress on the chemistry of benzene (C6H6), “carbon-free” inorganic benzenes have also been explored. However, the isolated examples are limited to the heteroatomic systems (E3E’3 or BP2N3), and other skeletal systems have not been developed. My thesis mainly focused on the synthe...
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| Format: | Thesis-Doctor of Philosophy |
| Language: | English |
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Nanyang Technological University
2021
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| Online Access: | https://hdl.handle.net/10356/152162 |
| _version_ | 1826123822905950208 |
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| author | Ota, Kei |
| author2 | Rei Kinjo |
| author_facet | Rei Kinjo Ota, Kei |
| author_sort | Ota, Kei |
| collection | NTU |
| description | As with the great progress on the chemistry of benzene (C6H6), “carbon-free” inorganic benzenes have also been explored. However, the isolated examples are limited to the heteroatomic systems (E3E’3 or BP2N3), and other skeletal systems have not been developed. My thesis mainly focused on the synthesis and characterization of neutral and anionic B4N2 benzene analogues with 6π-electron systems by the reduction of 1,4-diaza-2,3,4,5- tetraborinane derivatives bearing a variety of substituents on both boron (B) and nitrogen (N). We isolated neutral and aromatic B4N2 benzene analogue with trimethylphosphine (PMe3) and Chlorine (Cl). By employing the bulky substituents with on B, we successfully synthesized Dewar-type isomer of B4N2 benzene analogue with bridged B−B bond. We also developed the reactivity of strained B atoms towards unsaturated carbon-carbon bonds. Moreover, we explored dianionic B4N2 benzene analogue regards as a zwitterionic inorganic benzene valence isomer. Based on the experimental results, we investigated the aromaticity of neutral and anionic B4N2 benzene analogue by computational studies. |
| first_indexed | 2024-10-01T06:10:57Z |
| format | Thesis-Doctor of Philosophy |
| id | ntu-10356/152162 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T06:10:57Z |
| publishDate | 2021 |
| publisher | Nanyang Technological University |
| record_format | dspace |
| spelling | ntu-10356/1521622023-02-28T23:48:54Z Study of the aromatic boron rich inorganic benzene and its isomers Ota, Kei Rei Kinjo School of Physical and Mathematical Sciences RKinjo@ntu.edu.sg Science::Chemistry As with the great progress on the chemistry of benzene (C6H6), “carbon-free” inorganic benzenes have also been explored. However, the isolated examples are limited to the heteroatomic systems (E3E’3 or BP2N3), and other skeletal systems have not been developed. My thesis mainly focused on the synthesis and characterization of neutral and anionic B4N2 benzene analogues with 6π-electron systems by the reduction of 1,4-diaza-2,3,4,5- tetraborinane derivatives bearing a variety of substituents on both boron (B) and nitrogen (N). We isolated neutral and aromatic B4N2 benzene analogue with trimethylphosphine (PMe3) and Chlorine (Cl). By employing the bulky substituents with on B, we successfully synthesized Dewar-type isomer of B4N2 benzene analogue with bridged B−B bond. We also developed the reactivity of strained B atoms towards unsaturated carbon-carbon bonds. Moreover, we explored dianionic B4N2 benzene analogue regards as a zwitterionic inorganic benzene valence isomer. Based on the experimental results, we investigated the aromaticity of neutral and anionic B4N2 benzene analogue by computational studies. Doctor of Philosophy 2021-07-22T02:18:53Z 2021-07-22T02:18:53Z 2021 Thesis-Doctor of Philosophy Ota, K. (2021). Study of the aromatic boron rich inorganic benzene and its isomers. Doctoral thesis, Nanyang Technological University, Singapore. https://hdl.handle.net/10356/152162 https://hdl.handle.net/10356/152162 10.32657/10356/152162 en MOE2015-T2-032 MOE2018-T2-2-048(S) This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License (CC BY-NC 4.0). application/pdf Nanyang Technological University |
| spellingShingle | Science::Chemistry Ota, Kei Study of the aromatic boron rich inorganic benzene and its isomers |
| title | Study of the aromatic boron rich inorganic benzene and its isomers |
| title_full | Study of the aromatic boron rich inorganic benzene and its isomers |
| title_fullStr | Study of the aromatic boron rich inorganic benzene and its isomers |
| title_full_unstemmed | Study of the aromatic boron rich inorganic benzene and its isomers |
| title_short | Study of the aromatic boron rich inorganic benzene and its isomers |
| title_sort | study of the aromatic boron rich inorganic benzene and its isomers |
| topic | Science::Chemistry |
| url | https://hdl.handle.net/10356/152162 |
| work_keys_str_mv | AT otakei studyofthearomaticboronrichinorganicbenzeneanditsisomers |