Triazaphospholes versus Triazoles: An Investigation of the Differences between 'Click'-Derived Chelating Phosphorus- and Nitrogen-Containing Heterocycles
| Autor: | Biprajit Sarkar, Manuela Weber, Julian A. W. Sklorz, Michael G. Sommer, Santina Hoof, Jelena Wiecko, Christian Müller, Fritz Weißer |
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| Rok vydání: | 2014 |
| Předmět: |
Stereochemistry
Phosphorus Organic Chemistry Triazole chemistry.chemical_element Electronic structure Medicinal chemistry Nitrogen Inorganic Chemistry Metal chemistry.chemical_compound chemistry visual_art Pyridine visual_art.visual_art_medium Chelation Physical and Theoretical Chemistry Cyclic voltammetry |
| Zdroj: | Organometallics. 33:511-516 |
| ISSN: | 1520-6041 0276-7333 |
| DOI: | 10.1021/om4010077 |
| Popis: | A new class of pyridyl-functionalized triazaphospholes bearing either tBu or SiMe3 substituents at the 5-position of the N3PC heterocycle have been prepared via the “click” reaction starting from 2-(azidomethyl)pyridine and the corresponding phosphaalkynes. In order to investigate the electronic structure and donor–acceptor properties of such novel chelating and low-coordinate phosphorus heterocycles, calculations at the DFT level have been carried out. Moreover, cyclic voltammetry measurements were performed and the results were compared with those for the structurally related triazole-based systems, demonstrating a significant influence of the phosphorus atom as well as the substitution pattern on the electronic properties of the novel compounds. The P,N hybrid ligands form Re(I) complexes of the type [(N∧mN)Re(CO)3Br] via coordination of the nitrogen atom N2 to the metal center rather than via the phosphorus atom, as verified crystallographically. |
| Databáze: | OpenAIRE |
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