Synthesis of Collidine from Dinitrogen via a Tungsten Nitride
The synthesis of pyridines from dinitrogen in homogeneous solution is known to be challenging considering that an N2 cleavage step needs to be combined with two N-C coupling steps. Herein, a tungsten complex bearing a tailor-made 2,2′-(tBu2As)2-substituted tolane ligand scaffold was shown to split N...
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| Main Authors: | , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
27 March 2024
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| In: |
Journal of the American Chemical Society
Year: 2024, Volume: 146, Issue: 12, Pages: 7979-7984 |
| ISSN: | 1520-5126 |
| DOI: | 10.1021/jacs.4c02226 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/jacs.4c02226
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| Author Notes: | Lukas Eberle and Joachim Ballmann |
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| 520 | |a The synthesis of pyridines from dinitrogen in homogeneous solution is known to be challenging considering that an N2 cleavage step needs to be combined with two N-C coupling steps. Herein, a tungsten complex bearing a tailor-made 2,2′-(tBu2As)2-substituted tolane ligand scaffold was shown to split N2 to afford the corresponding tungsten nitride, which is not the case for the corresponding (iPr2As)2-substituted derivative. The former nitride was then reacted with 2,4,6-trimethylpyrylium triflate, which led to the formation of a tungsten oxo complex, along with collidine. Over the course of this reaction, the O atom of the pyrylium starting material was replaced with an N atom via a hitherto unprecedented skeletal editing process. | ||
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