Chiral ruthenium complexes with P,N-ligands derived from (S)-proline

Citation
Vf. Kuznetsov et al., Chiral ruthenium complexes with P,N-ligands derived from (S)-proline, ORGANOMETAL, 20(7), 2001, pp. 1300-1309
Citations number
27
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANOMETALLICS
ISSN journal
0276-7333 → ACNP
Volume
20
Issue
7
Year of publication
2001
Pages
1300 - 1309
Database
ISI
SICI code
0276-7333(20010402)20:7<1300:CRCWPD>2.0.ZU;2-W
Abstract
[Ru-2(OAc)(4)] cleanly reacts with 2-(S)-diphenylphosphinomethylpyrrolidine (PPro) and 2-(S)-diphenylphosphinomethyl-N-methylpyrrolidine (PProMe) to g ive trans, trans, trans-[Ru(OAc)(2)(PPro)(2)] (2) and [Ru(OAc)(2)(PProMe)(2 )], respectively, which possess stereogenic nitrogen atoms. The latter comp lex exists as the cis-P,P-cis-P,N-(Delta)-stereoisomer (Delta -3) in THF an d as the (Delta)-stereoisomer (Delta -5) with cis-P,P-trans-N,N coordinatio n 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 Delta -3 in boiling dioxane affords (Delta) - and (Delta)-stereoisomers of the carbene ruthenium complex (7), due to fa cile dehydrogenation of the N-Me groups of the ligand.