From Wikipedia, the free encyclopedia
Jump to navigation Jump to search
Cyaphide and related compounds.

Cyaphide is the anion P≡C. It is a cousin of cyanide where P replaces N. Theoretical calculations suggest that the −1 charge in this ion is location mainly on carbon (0.65). Salts of the anion have not been isolated, but several complexes have been prepared that contain the cyaphide ligand.[1]


One complex of cyaphide is trans-[(dppe)2Ru(H)(C≡P)]. This complex was prepared using P≡CSiPh3 as a masked source of cyaphide. Reaction of trans-[(dppe)2Ru(H)(P≡CSiPh3)]+ with an alkoxide releases ROSiPh3, giving the targeted complex.[2][3]

Structure of the first transition metal cyaphide complex

An actinide cyaphide complex has been prepared formed through C-O bond cleavage of the phosphaethynolate anion (OCP-), an analogue of cyanate.[4] Reaction of the uranium complex [((Ad,MeArO)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 cyaphide.


  1. ^ Robert J. Angelici (2007). "Cyaphide (C≡P): The Phosphorus Analogue of Cyanide (C≡N)". Angew. Chem. Int. Ed. 46: 330 – 332. doi:10.1002/anie.200603724. 
  2. ^ Cordaro et al. (2006). "Making the True "CP" Ligand". Angew. Chem. Int. Ed. 45: 6159 – 6162. doi:10.1002/anie.200602499. 
  3. ^ "Synthesis and electronic structure of the first cyaphide-alkynyl complexes." Trathen et al. Dalton Trans. 2014, 43, 9004 - 9007 doi:10.1039/C4DT01108B
  4. ^ Christopher J. Hoerger, Frank W. Heinemann, Elisa Louyriac, Laurent Maron, Hansjörg Grützmacher, Karsten Meyer (2017). "Formation of a Uranium-Bound η1-Cyaphide Ligand via Activation and C-O Bond Cleavage of Phosphaethynolate". Organometallics. 36: 4351–4354. doi:10.1021/acs.organomet.7b00590. 
Retrieved from ""
This content was retrieved from Wikipedia :
This page is based on the copyrighted Wikipedia article "Cyaphide"; it is used under the Creative Commons Attribution-ShareAlike 3.0 Unported License (CC-BY-SA). You may redistribute it, verbatim or modified, providing that you comply with the terms of the CC-BY-SA