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Cyano(triphenylsilyl)phosphanide as a Building Block for P,C,N Conjugated Molecules

Grégoire Le Corre, Juan José Gamboa‐Carballo, Zhongshu Li, Hansjörg Grützmacher

2021Angewandte Chemie International Edition17 citationsDOIOpen Access PDF

Abstract

Abstract The cyano(triphenylsilyl)phosphanide anion was prepared as a sodium salt from 2‐phosphaethynolate. The electronic structure of this new cyano(silyl)phosphanide was studied via computational methods and its reactivity investigated using various electrophiles and Lewis acids, demonstrating its P‐ and N‐nucleophilicity. The ambident reactivity is in agreement with computations. The silyl group also shows lability and therefore the cyano(silyl)phosphanide can be considered as a phosphacyanamide synthon, [PCN] 2− , and serves as building block for the transfer of a PCN moiety.

Topics & Concepts

Conjugated systemBlock (permutation group theory)MoleculeChemistryMathematicsCombinatoricsOrganic chemistryPolymerSynthesis and characterization of novel inorganic/organometallic compoundsOrganometallic Complex Synthesis and CatalysisCoordination Chemistry and Organometallics