Rhodium-Mediated Stoichiometric Synthesis of Mono-, Bi-, and Bis-1,2-Azaborinines: 1-Rhoda-3,2-azaboroles as Reactive Precursors
Please always quote using this URN: urn:nbn:de:bvb:20-opus-256830
- A series of highly substituted 1,2-azaborinines, including a phenylene-bridged bis-1,2-azaborinine, was synthesized from the reaction of 1,2-azaborete rhodium complexes with variously substituted alkynes. 1-Rhoda-3,2-azaborole complexes, which are accessible by phosphine addition to the corresponding 1,2-azaborete complexes, were also found to be suitable precursors for the synthesis of 1,2-azaborinines and readily reacted with alkynyl-substituted 1,2-azaborinines to generate new regioisomers of bi-1,2-azaborinines, which feature directlyA series of highly substituted 1,2-azaborinines, including a phenylene-bridged bis-1,2-azaborinine, was synthesized from the reaction of 1,2-azaborete rhodium complexes with variously substituted alkynes. 1-Rhoda-3,2-azaborole complexes, which are accessible by phosphine addition to the corresponding 1,2-azaborete complexes, were also found to be suitable precursors for the synthesis of 1,2-azaborinines and readily reacted with alkynyl-substituted 1,2-azaborinines to generate new regioisomers of bi-1,2-azaborinines, which feature directly connected aromatic rings. Their molecular structures, which can be viewed as boron-nitrogen isosteres of biphenyls, show nearly perpendicular 1,2-azaborinine rings. The new method using rhodacycles instead of 1,2-azaborete complexes as precursors is shown to be more effective, allowing the synthesis of a wider range of 1,2-azaborinines.…
Author: | Merlin Heß, Ivo Krummenacher, Theresa Dellermann, Holger BraunschweigORCiD |
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URN: | urn:nbn:de:bvb:20-opus-256830 |
Document Type: | Journal article |
Faculties: | Fakultät für Chemie und Pharmazie / Institut für Anorganische Chemie |
Language: | English |
Parent Title (English): | Chemistry—A European Journal |
Year of Completion: | 2021 |
Volume: | 27 |
Issue: | 37 |
Pagenumber: | 9503–9507 |
Source: | Chemistry—A European Journal 2021, 27(37):9503–9507. DOI: 10.1002/chem.202100795 |
DOI: | https://doi.org/10.1002/chem.202100795 |
Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 546 Anorganische Chemie |
Tag: | azaborinines; cyclization; metallacycles; nitrogen heterocycles; structure elucidation |
Release Date: | 2022/03/08 |
Licence (German): | CC BY: Creative-Commons-Lizenz: Namensnennung 4.0 International |