A New Synthesis of Polyheterocyclic Compounds Containing Nitrogen and Boron Atoms †
Abstract
:1. Introduction
2. Results and Discussion
3. Conclusions
4. Experimental Part
- Heterocyclization of polyamines with tetrakis(dimethylamino)diborane (general procedure). A round-bottom flask mounted on a magnetic stirrer was charged with a solution of corresponding polyamine (2.00 mmol) in 5 mL of ethanol and was cooled in an ice bath at 0 °C, then tetrakis(dimethylamino)diborane (2.00 mmol) in 5 mL of ethanol was added. The mixture was stirred at 0 °C for 2 h and was left in the cold for 12 h. The resulting precipitate was filtered off. Pure compounds 13, 15, 17 were thus isolated as white powders.
- Hexahydro-3H,6H-2a,5,6,8a-tetraaza-5a,8b-diboraacenaphthylene (13): Yield 35%. 1H NMR: δ 2.53–2.59 (m, 8H), 2.62–2.65 (m, 4H). 13C NMR spectrum: δ 41.0, 49.0, 51.1. 11B{1H} NMR: δ 1.40 (br. s).
- Decahydro-2a,6,7,10a-tetraaza-6a,10b-diboracyclopenta[ef]heptalene (15): Yield 39%. 1H NMR: δ 2.43–2.47 (m, 4H), 2.54–2.59 (m, 8H), 2.64–2.69 (m, 4H). 13C NMR spectrum: δ 35.7, 46.5, 46.9, 50.2.
- Decahydro-1H-3a,7,8,11a-tetraaza-7a,11b-diborabenzo[ef]heptalene (17): Yield 42%. 1H NMR: δ 2.15–2.19 (m, 2H), 2.47–2.51 (m, 4H), 2.57–2.63 (m, 8H), 2.66–2.69 (m, 4H). 13C NMR spectrum: δ 28.2, 32.4, 45.2, 45.7, 49.5.
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
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Kirsanov, V.Y.; Rakhimova, E.B. A New Synthesis of Polyheterocyclic Compounds Containing Nitrogen and Boron Atoms. Chem. Proc. 2023, 14, 31. https://doi.org/10.3390/ecsoc-27-16103
Kirsanov VY, Rakhimova EB. A New Synthesis of Polyheterocyclic Compounds Containing Nitrogen and Boron Atoms. Chemistry Proceedings. 2023; 14(1):31. https://doi.org/10.3390/ecsoc-27-16103
Chicago/Turabian StyleKirsanov, Victor Yu, and Elena B. Rakhimova. 2023. "A New Synthesis of Polyheterocyclic Compounds Containing Nitrogen and Boron Atoms" Chemistry Proceedings 14, no. 1: 31. https://doi.org/10.3390/ecsoc-27-16103