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Taking Advantage of Ortho- and Peri-Substitution to Design Original 9-Membered P,O,Si-Heterocycles

preprint
submitted on 25.03.2021, 08:41 and posted on 26.03.2021, 07:19 by Thomas Delouche, Elsa Caytan, Cassandre Quinton, Thierry Roisnel, Marie Cordier, Vincent Dorcet, Muriel Hissler, Pierre-Antoine Bouit
A family of 9 cyclic phosphine-disiloxane featuring peri-substituted naphthyl(Nap)/acenaphthyl(Ace) scaffolds have been prepared and fully characterized including X-ray structure, which allows a detailed structural analysis. This straightforward synthesis takes advantage of both ortho- and peri-substitution of Nap/Ace-substituted phosphine oxides. The synthetic method allows diversifying the polyaromatic platform (Nap and Ace) as well as the Si substituents (Me and Ph). Despite a strong steric congestion, the P-atom remains reactive toward oxidation or coordination. In particular, Au(I) complex could be prepared. All the compounds display absorption/luminescence in the UV-Vis range. Surprisingly, the P-trivalent derivatives display unexpected luminescence in the green in solid-state.

History

Email Address of Submitting Author

pierre-antoine.bouit@univ-rennes1.fr

Institution

Univ Rennes, CNRS, ISCR - UMR 6226, F-35000 Rennes.

Country

France

ORCID For Submitting Author

0000-0002-0538-9276

Declaration of Conflict of Interest

none

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ChemRxiv

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