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- Title
2-(Trimethylsilyl)-λ<sup>3</sup>-Phosphinine: Synthesis, Coordi ation Chemistry, and Reactivity.
- Authors
Habicht, Marija H.; Wossidlo, Friedrich; Bens, Tobias; Pidko, Evgeny A.; Müller, Christian
- Abstract
The [4+2] cycloaddition reaction between 2- pyrone and Me3Si-C≡P gives the corresponding 2-(trimethylsilyl)- λ3-phosphinine in good yields as a rather air and moisture stable, colorless oil. Insight into the regioselectivity of the pericyclic reaction was obtained with the help of deuterium- labeling experiments. The silyl-phosphinine acts as a ligand for the preparation of a Cu(I) and the first crystallographically characterized phosphinine-Ag(I) complex. The title compound was further used as a starting material for an alternative preparation of the parent phosphinine C5 H5P by means of protodesilylation with HCl. C5 H5P reacts with CuBr∙S(CH3 )2 to give an infinite Cu(I)Br coordination polymer. DFT calculations shed light on the influence of the -Si(CH3)3 group on the electronic properties of the aromatic phosphorus heterocycle.
- Subjects
PHOSPHORINE; REACTIVITY (Chemistry); RING formation (Chemistry); PERICYCLIC reactions; CHEMICAL synthesis
- Publication
Chemistry - A European Journal, 2018, Vol 24, Issue 4, p944
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201704539