Scientific article

Highly Enantiomerically Enriched Planar Chiral Naphtalene Tricarbonylchromium Complexes

Published inChemistry - an Asian journal, vol. 1, no. 3, p. 459-468
Publication date2006

Lithiation/electrophile trapping reactions were carried out with the highly enantiomerically enriched complex [Cr(5-bromonaphthalene)(CO)3]. Electrophile quenching with ClPPh2, PhCHO, and (Me3SiO)2 afforded the enantiomerically enriched (>97% ee) planar chiral 5-substituted naphthalene complexes with PPh2, CH(Ph)OH, and OH substituents, respectively. Very mild Pd-catalyzed Suzuki-Miyaura cross-coupling reactions were developed and applied to the highly labile [Cr(5-bromonaphthalene)(CO)3] to give nine new planar chiral aryl-, heteroaryl-, alkynyl-, and alkenylnaphthalene chromium complexes with high enantiomeric purity. The efficient ambient-temperature coupling reactions with borinates prepared in situ were also applied to a number of chlorobenzene complexes and to aryl and vinyl halides.

  • Chiral complexes
  • Chromium
  • Cross-coupling
  • Enantioselectivity
  • Naphthalene
Citation (ISO format)
CUMMING, Graham, BERNARDINELLI, Gérald Hugues, KUNDIG, Ernst Peter. Highly Enantiomerically Enriched Planar Chiral Naphtalene Tricarbonylchromium Complexes. In: Chemistry - an Asian journal, 2006, vol. 1, n° 3, p. 459–468. doi: 10.1002/asia.200600106
Main files (1)
ISSN of the journal1861-471X

Technical informations

Creation06/18/2010 8:54:12 AM
First validation06/18/2010 8:54:12 AM
Update time03/14/2023 3:30:11 PM
Status update03/14/2023 3:30:11 PM
Last indexation02/12/2024 6:22:50 PM
All rights reserved by Archive ouverte UNIGE and the University of GenevaunigeBlack