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Highly Enantiomerically Enriched Planar Chiral Cyclopentadienyl(indenyl)ruthenium Complexes

Published in Organometallics. 2013, vol. 32, no. 23, p. 7133-7140
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.
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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 https://archive-ouverte.unige.ch/unige:31950

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Deposited on : 2013-12-10

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