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Title: Study of the aromatic boron rich inorganic benzene and its isomers
Authors: Ota, Kei
Keywords: Science::Chemistry
Issue Date: 2021
Publisher: Nanyang Technological University
Source: Ota, K. (2021). Study of the aromatic boron rich inorganic benzene and its isomers. Doctoral thesis, Nanyang Technological University, Singapore.
Project: MOE2015-T2-032
Abstract: 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.
DOI: 10.32657/10356/152162
Rights: This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License (CC BY-NC 4.0).
Fulltext Permission: open
Fulltext Availability: With Fulltext
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