Cyaphide, P≡C⁻, is the phosphorus analogue of

cyanide Cyanide is a naturally occurring, rapidly acting, toxic chemical that can exist in many different forms. In chemistry, a cyanide () is a chemical compound that contains a functional group. This group, known as the cyano group, consists of ...

. It is not known as a discrete salt, however ''

In silico In biology and other experimental sciences, an ''in silico'' experiment is one performed on computer or via computer simulation. The phrase is pseudo-Latin for 'in silicon' (correct la, in silicio), referring to silicon in computer chips. It ...

'' measurements reveal that the −1 charge in this ion is located mainly on carbon (0.65), as opposed to phosphorus.

Preparation

Organometallic complexes of cyaphide were first reported in 1992. More recent preparations use two other routes:

From SiR₃-functionalised phosphaalkynes

Treatment of the η¹-coordinated phosphaalkyne complex ''trans''– with an alkoxide resulted in desilylation, followed by subsequent rearrangement to the corresponding carbon-bound cyaphide complex. Cyaphide-alkynyl complexes are prepared similarly.

From 2-phosphaethynolate anion (⁻OC≡P)

An actinide cyaphide complex can be prepared by C−O bond cleavage of the

phosphaethynolate The phosphaethynolate anion, also referred to as PCO, is the phosphorus-containing analogue of the cyanate anion with the chemical formula or . The anion has a linear geometry and is commonly isolated as a salt. When used as a ligand, the phosphae ...

anion, the phosphorus analogue of

cyanate Cyanate is an anion with the structural formula , usually written . It also refers to any salt containing it, such as ammonium cyanate. It is an isomer of the much less stable fulminate anion .William R. Martin and David W. Ball (2019): "Small ...

. Reaction of the uranium complex [] with [ in the presence of 2.2.2-cryptand results in the formation of a dinuclear, oxo-bridged uranium complex featuring a C≡P ligand.

References

{{reflist , 30em Anions

Preparation

From SiR3-functionalised phosphaalkynes

From 2-phosphaethynolate anion (−OC≡P)

See also

References

From SiR₃-functionalised phosphaalkynes

From 2-phosphaethynolate anion (⁻OC≡P)