Alkyne Hydroamination Inhibited by Vinylidene Deactivation.
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| Title: | Alkyne Hydroamination Inhibited by Vinylidene Deactivation. |
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| Authors: | Beardall, Anne Marie M.1 (AUTHOR), Chapple, Devon E.1 (AUTHOR), Henao Ruiz, Nicolas1 (AUTHOR), Boyle, Paul D.1 (AUTHOR), Blacquiere, Johanna M.1 (AUTHOR) johanna.blacquiere@uwo.ca |
| Source: | ChemCatChem. 10/7/2024, Vol. 16 Issue 19, p1-9. 9p. |
| Subjects: | Aromatic amines, Hydroamination, Ruthenium compounds, Aniline, Ruthenium |
| Abstract: | The synthesis and isolation of [Ru(Cp)(PCy2NPh2)(=C=CHPh]PF6 and [Ru(Cp*)(PCy2NCy2)(=C=CHPh)]PF6 was successfully accomplished. Use of these ruthenium vinylidene complexes for stoichiometric reactions with a variety of amines was performed. Upon reaction with alkyl amines, deprotonation of the Cβ hydrogen resulted in formation of acetylide complex [Ru(Cp*)(PCy2NPh2)(−C≡CPh)], and the species was confirmed through independent synthesis. In contrast, reaction of the less basic aryl amine aniline with [Ru(Cp)(PCy2NCy2)(=C=CHPh)]PF6 resulted in outer sphere addition to give a Fischer carbene product. [ABSTRACT FROM AUTHOR] |
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| Database: | Engineering Source |
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| Abstract: | The synthesis and isolation of [Ru(Cp)(PCy2NPh2)(=C=CHPh]PF6 and [Ru(Cp*)(PCy2NCy2)(=C=CHPh)]PF6 was successfully accomplished. Use of these ruthenium vinylidene complexes for stoichiometric reactions with a variety of amines was performed. Upon reaction with alkyl amines, deprotonation of the Cβ hydrogen resulted in formation of acetylide complex [Ru(Cp*)(PCy2NPh2)(−C≡CPh)], and the species was confirmed through independent synthesis. In contrast, reaction of the less basic aryl amine aniline with [Ru(Cp)(PCy2NCy2)(=C=CHPh)]PF6 resulted in outer sphere addition to give a Fischer carbene product. [ABSTRACT FROM AUTHOR] |
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| ISSN: | 18673880 |
| DOI: | 10.1002/cctc.202400407 |
