Organometallic compounds with imines

Precursor of Useful Chiral Ligands. OPEN is widely used for the preparation of chiral ligands. Organometallic compounds with these ligands act as useful reagents or catalysts in asymmetric induction reactions such as dihydroxylation of olefins, transfer hydrogenation of ketones and imines, Diels-Alder and aldol reactions, desymmetrization of meso-diols to produce chiral oxazolidinones, epoxidation of simple olefins, benzylic hydroxylation, and borohydride reduction of ketones, imines, and a,p-unsaturated carboxylates. ... 

Similarly, 1-alkylpyrroles, indoles, furans, thiophenes [60], a-picoline [61], enols, malonates [76], and organometallic compounds [56, 62] react with acyl imines of trifluoropyruvates to give derivatives of a-trifluoromethyl a-amino acids... 

One of the most studied imine precursors in the reaction with organometallic compounds is (3R,4R)-4-acetoxy-3-[(R)-l -((t-butyldimethylsilyl)oxy)ethyl]-2-azetidinone (31) (equation 23)97. 

A number of organometallic compounds show promise for LCEC study, and a few have already been examined in detail (especially mercury alkyls) [9]. More highly conjugated organic compounds such as a,a-unsaturated ketones and imines are occasionally good candidates, but at this time UV detectors frequently outperform electrochemical detectors for such systems. At this writing there have been only a few reported LCEC studies of metal ions or metal complexes. Perhaps the major reason for this is that very little modern LC has been carried out on them using any detector. It is difficult to compete with atomic spectroscopy techniques for the determination of most elements, but as speciation becomes more important, it seems likely that more LCEC methods will be developed for metal complexes. 

Reactions with BucNC lead to new organometallic compounds containing an 72-C,N-bound cyclopentadiene imine, which was structurally characterized as a pyridine adduct (Scheme 118). Reactions with benzonitrile lead to the elimination of 1 equiv. of the corresponding pyridine and formation of the dimeric titanium derivative (ArO)2Ti(/x-PhCN)2Ti(OAr)2 containing two bridging benzonitrile ligands. The compound has been structurally characterized... 

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