First silver complexes of tetrahydropyrimid-2-ylidenes

Wolfgang A. Herrmann, Sabine K. Schneider, Karl Öfele, Masato Sakamoto, Eberhardt Herdtweck

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Abstract

The syntheses and characterizations of homoleptic silver(I) carbene complexes of the type LAgCl (3) and [L2Ag]+ 2[Pd2Cl6]2- (4) (L=dimesityltetrahydropyrimid-2-ylidene) are described. 3 was obtained by reaction of the corresponding tetrahydropyrimidinium salt with silver(I) oxide. Subsequent reaction of 3 with Pd(CH3CN) 2Cl2 afforded complex 4. The crystal structure of 3 has been determined to be a monomer in the solid state. The 13C NMR spectra of both 3 and 4 exhibit 13 C-107,109Ag coupling in solution. Furthermore, both compounds show a downfield shift of the carbene carbon of about 20 ppm to about 205 ppm in the 13C NMR compared to five-membered ring silver(I) carbene complexes. Unlike other silver-carbene complexes, 3 does not undergo ligand exchange and can thus not be used for carbene transfer to other metals.

Original languageEnglish
Pages (from-to)2441-2449
Number of pages9
JournalJournal of Organometallic Chemistry
Volume689
Issue number15
DOIs
StatePublished - 1 Aug 2004

Keywords

  • Palladium
  • Silver
  • Tetrahydropyrimid-2-ylidenes

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