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Scientific article
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Highly Enantiomerically Enriched Planar Chiral Cyclopentadienyl(indenyl)ruthenium Complexes

Published inOrganometallics, vol. 32, no. 23, p. 7133-7140
Publication date2013
Abstract

The functionalization of highly enantiomerically enriched planar chiral cyclopentadienyl(4-bromoindenyl)ruthenium complexes is detailed. Lithium/bromine exchange followed by an electrophilic quench using N,N-dimethylformamide (DMF), trimethylsilyl chloride, benzaldehyde, acetone, or 1,2-diiodoethane afforded the corresponding enantiomerically enriched planar chiral complexes. Suzuki–Miyaura cross-coupling led to cyclopentadienyl(indenyl)ruthenium complexes bearing aryl and alkenyl groups in high yields. Similarly, in situ generation of the boronate intermediate using 9-MeO-9-BBN and a metalated species in the Suzuki–Miyaura reaction gave heteroaryl, alkynyl, and alkyl cyclopentadienyl(indenyl)ruthenium complexes with retention of configuration and enantiomeric excess.

Citation (ISO format)
WAGSCHAL, Simon Albert, MERCIER, Audrey Catherine Marie, KUNDIG, Ernst Peter. Highly Enantiomerically Enriched Planar Chiral Cyclopentadienyl(indenyl)ruthenium Complexes. In: Organometallics, 2013, vol. 32, n° 23, p. 7133–7140. doi: 10.1021/om400845t
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