Chiral phosphine ligands in the structural chemistry of gold

Angela Bayler, Andreas Bauer, Hubert Schmidbaur

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

The reaction of chloro(dimethylsulfide)gold(I) with (2-hydroxybutyl)diphenylphosphine (L) (racemic mixture) in dichloromethane affords high yields of the racemic chiral complex (L)AuCl. Metathesis reactions with KBr or KI, respectively, in a two-phase solvent mixture (CH2C12/H2O) lead to a conversion into the corresponding bromide and iodide complexes (L)AuBr and (L)AuI. Treatment of silver chloride with the ligand L in acetonitrile yields the analogous 1:1 adduct (L)AgCl. The compounds have been characterized by their analytical and spectroscopic data, and the structures of (L)AuCl and (L)AuBr have been determined by single-crystal X-ray diffraction. The compounds build isomorphous crystal lattices (monoclinic, P21/c) in which pairs of enantiomers (R- and S-configuration of L) are aggregated by two long hydrogen bonds between the hydroxyl group of the ligand and the halogen substituent of the neighbouring molecule. Cationic, linear two-coordinate 1:2 complexes (L)2Au+ X- (X = BF4, ClO4, SO3CF3) and (L)2Ag+ X- (X = BF4) are obtained in good yields by reaction of L with Me2SAuCl and AgX (molar ratio 2:1:1) or with AgBF4 (molar ratio 2:1), respectively. 31P NMR studies at variable temperature show an equilibrium between all possible stereoisomers (RR, SS, RS, SR) in solution with rapid ligand exchange at ambient temperatures.

Original languageEnglish
Pages (from-to)1477-1483
Number of pages7
JournalZeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume52
Issue number12
DOIs
StatePublished - Dec 1997
Externally publishedYes

Keywords

  • Chiral phosphanes
  • Crystal structure
  • Diastereomers
  • Gold complexes
  • Phosphane complexes

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