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THE ONE-STEP SYNTHESIS OF CHIRAL AMINO PHOSPHINO FERROCENES

TitleTHE ONE-STEP SYNTHESIS OF CHIRAL AMINO PHOSPHINO FERROCENES
Publication TypeJournal Article
Year of Publication1995
AuthorsButler, IR, Cullen, WR, Rettig, SJ, White, ASC
JournalJournal of Organometallic Chemistry
Volume492
Pagination157-164
Date PublishedMay
Type of ArticleArticle
ISBN Number0022-328X
Keywords<1>FERROCENOPHANES, ASYMMETRIC-SYNTHESIS, CATALYST, chirality, crystal structure, FERROCENE, GRIGNARD, HALIDES, HYDROGENATION, iron, METAL-COMPLEXES, ORGANIC, palladium, PHOSPHORUS, PLANAR CHIRALITY, REAGENTS, SECONDARY
Abstract

Reaction of the chiral lithium reagent-2-lithio-(alpha-N,N-dimethyl)aminoethylbenzene with 1,1’-ferrocenediylphenylphosphine gives chiral aminophosphinoferrocenes that contain both chiral carbon and phosphorus centres. Treatment of the ferroceno-phane with 2-lithio-N,N-dimethylaminomethylferrocene followed by hydrolysis gives the product ferrocenyl 2-(dimethylaminomethylferrocenyl) phenylphosphine as a pair of diastereomers. The single crystal structures of compound 3a PdCl2 and compound 4. PdCl2.2CH(2)Cl(2) have been determined. The compounds, 2-(ferrocenylphenylphosphino)-1-(alpha-N, N’-dimethylaminoethylbenzene)ferrocene, 5 and 1-[2-(alpha-N,N’-dimethyraminoethylbenzene)phenylphospphino]-1’-diphenyl phosphinoferrocene, 6a, have also been prepared by minor modifications of the methodology developed.
URL<Go to ISI>://A1995QV35000005