Synthesis and Structure of σ-Complexes of the Chiral Rhenium Lewis Acid [(η5-C5H5)Re(NO)(PPh3)]+ and Aromatic Nitrogen Heterocycles

  title={Synthesis and Structure of $\sigma$-Complexes of the Chiral Rhenium Lewis Acid [($\eta$5-C5H5)Re(NO)(PPh3)]+ and Aromatic Nitrogen Heterocycles},
  author={Michael A. Dewey and Douglas A. Knight and Atta M. Arif and John A. Gladysz},
  journal={Zeitschrift f{\"u}r Naturforschung B},
  pages={1175 - 1184}
Reactions of (η5-C5H5)Re(NO)(PPh3)(OTf) (1) with pyridine, quinoline, and isoquinoline give the respective σ-adducts [(η5-C5H5)Re(NO)(PPh3)(NCxHy)]+TfO- (2-4) in 86-95% yields. However, 1 and 8-methylquinoline do not react in refluxing xylene (16 h). Reactions of (+)-(R)-1 with quinoline and isoquinoline give (–)-(S)-3 and (+)-(S)-4. Both products form with retention of configuration at rhenium and in >98% ee, as assayed by subsequent reactions with (CH3CH2)4N+CN- to give (+)-(S)-(η5-C5H5)Re(NO… 
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  • Chem. 30, 4995
  • 1991


  • Chem. 23,4022
  • 1984

in International Ta­ bles for X-ray Crystallography

  • J. A. Ibers and W. C. Hamilton (eds), Kynoch, Birmingham, England
  • 1974


  • Soc. 109,7688
  • 1987

in The Enraf-Nonius C A D 4 SDP - A Real-time System for Concurrent X-ray Data Collection and Crystal Structure Determination

  • H. Schenk, R. Olthof-Hazelkamp, H. van Konigsveld, and G. C. Bassi (eds): Computing and Crystallogra­ phy, pp. 6 4 -7 1 , Delft University Press, Delft, H ol­ land
  • 1978


  • Rev. Sei. Eng. 25,459
  • 1983

The Isoquinoline Alkaloids, Aca­

  • Brossi (ed.): The Alkaloids,
  • 1988

Organometallics 9

  • 1184
  • 1990