Coordination properties of the multifunctional S,N,S zwitterionic ligand EtNHC(S)Ph2P{double bond, long}NPPh2C(S)NEt

Daniele Cauzzi*, Massimiliano Delferro, Claudia Graiff, Roberto Pattacini, Giovanni Predieri, Antonio Tiripicchio

*Corresponding author for this work

Research output: Contribution to journalReview articlepeer-review

5 Scopus citations


The reaction of trialkylphoshanes and amino-phosphanes with isothiocyanates yields adducts containing the zwitterionic thioamidyl-phosphonium P+C(S)N- functional group. Ligands containing this group were not previously studied, probably due to their instability towards dissociation, in the presence of metal species able to coordinate the P atom. The ligand EtNHC(S)Ph2P{double bond, long}NPPh2C(S)NEt (HEtSNS) was obtained by reaction of Ph2PNHPPh2 with ethylisothiocyanate and proved to be very versatile: it can be protonated giving cation H2EtSNS+ and deprotonated forming the dianion-cation EtSNS-. HEtSNS and its derivatives behave as ligands showing five possible coordination fashions, S,N,S tridentate and S,S-bidentate (with a bite-angle varying from 180° to 90°), S-monodentate, S,S bridging and N,N,N interaction. Here we describe the coordination chemistry of HEtSNS, in particular towards Rh, Cu, Ag and Au, and some properties of its complexes which are still the only examples containing the P+C(S)N- zwitterionic group.

Original languageEnglish (US)
Pages (from-to)753-764
Number of pages12
JournalCoordination Chemistry Reviews
Issue number5-6
StatePublished - Mar 2010


  • Acid-base properties
  • Amino-phosphanes
  • Carbonyl clusters
  • Coordination mode
  • Copper
  • Gold
  • Isothiocyanate
  • Metalloligands
  • Oxidative addition
  • Rhodium
  • Ruthenium
  • Silver
  • Zwitterion
  • Zwitterionic metallates

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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