Cyaphide, P≡C−, is the phosphorus analogue of cyanide. It is not known as a discrete salt, however In silico measurements reveal that the −1 charge in this ion is located mainly on carbon (0.65), as opposed to phosphorus.
Preparation[edit]
Organometallic complexes of cyaphide were first reported in 1992.[1] More recent preparations use two other routes:
From SiR3-functionalised phosphaalkynes[edit]
Treatment of the η1-coordinated phosphaalkyne complex trans–[RuH(P≡CSiPH
3)(dppe)
2]+
with an alkoxide resulted in desilylation, followed by subsequent rearrangement to the corresponding carbon-bound cyaphide complex.[2] Cyaphide-alkynyl complexes are prepared similarly.[3]
From 2-phosphaethynolate anion (−OC≡P)[edit]
An actinide cyaphide complex can be prepared by C−O bond cleavage of the phosphaethynolate anion, the phosphorus analogue of cyanate.[4] Reaction of the uranium complex [((Ad,Me
ArO)
3N)UIII
(DME)] with [Na(OCP)(dioxane)
2.5] in the presence of 2.2.2-cryptand results in the formation of a dinuclear, oxo-bridged uranium complex featuring a C≡P ligand.
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