Chiral Ruthenium Complexes with P,N- Ligands Derived from ( S)- Proline
2001; American Chemical Society; Volume: 20; Issue: 7 Linguagem: Inglês
10.1021/om000894w
ISSN1520-6041
AutoresVladimir F. Kuznetsov, Glenn P. A. Yap, Howard Alper,
Tópico(s)Synthetic Organic Chemistry Methods
Resumo[Ru2(OAc)4] cleanly reacts with 2-(S)-diphenylphosphinomethylpyrrolidine (PPro) and 2-(S)-diphenylphosphinomethyl-N-methylpyrrolidine (PProMe) to give trans,trans,trans-[Ru(OAc)2(PPro)2] (2) and [Ru(OAc)2(PProMe)2], respectively, which possess stereogenic nitrogen atoms. The latter complex exists as the cis-P,P-cis-P,N-(Δ)-stereoisomer (Δ-3) in THF and as the (Λ)-stereoisomer (Λ-5) with cis-P,P-trans-N,N coordination geometry in MeOH. Formation of N-based stereocenters occurs selectively, and complexes 2, 3, and 5 are present as single epimers in solution and in the solid state. Thermolysis of Δ-3 in boiling dioxane affords (Δ)- and (Λ)-stereoisomers of the carbene ruthenium complex (7), due to facile dehydrogenation of the N-Me groups of the ligand.
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