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Highly Enantiomerically Enriched Planar Chiral Naphtalene Tricarbonylchromium Complexes

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Published in Chemistry (Asian Journal). 2006, vol. 1, no. 3, p. 459-468
Abstract 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.
Keywords Chiral complexesChromiumCross-couplingEnantioselectivityNaphthalene
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PMID: 17441083
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CUMMING, Graham, BERNARDINELLI, Gérald Hugues, KUNDIG, Ernst Peter. Highly Enantiomerically Enriched Planar Chiral Naphtalene Tricarbonylchromium Complexes. In: Chemistry (Asian Journal), 2006, vol. 1, n° 3, p. 459-468. doi: 10.1002/asia.200600106 https://archive-ouverte.unige.ch/unige:6904

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Deposited on : 2010-06-18

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