Chiral Arene Ruthenium Complexes. 6. Diastereoselective Formation of Chiral-At-Metal P-Tethered Arene Ruthenium(II) Complexes

Zenneck U (2004)


Publication Type: Journal article

Publication year: 2004

Journal

Book Volume: 23

Pages Range: 374-380

Journal Issue: 23

DOI: 10.1021/om0305768

Abstract

The easily accessible (R)-3-phenylbutanol (1) can be transformed into the novel enantiopure ligand diphenyl((R)-3-phenylbutyl)phosphane (3). 3 splits the complex dimer [{RuCl2(η6-C6H5CO2 Me)}2] (6) by adding as a σ-ligand to form mononuclear [RuCl2(η6-C6H5COOMe)-((R)- η1-PPh2(CH2)2 CH(CH3)Ph)] (7). An intramolecular arene ligand displacement reaction leads to [RuCl2((R)-η1-PPh2 (CH2)2CH(CH3)-η6-C6 H5)] (8) with a tethered side chain of the arene ligand. Nucleophilic substitution of a chloride ligand by primary or secondary amines with the assistance of NaBF4 gives access to the diastereomeric complex salts [RuCl(amine)-((R)-η1-PPh2(CH2)2C H(CH3)-η6-C6H5)] BF4. Good diastereoselectivities were obtained for aniline, piperidine, benzylamine, and butylamine complex salts 9-12 (de = 82-90%). The absolute structures of 8-10 have been determined by X-ray structure analysis. SRu,RC configurations were found for the major diastereomers of aniline and piperidine complex salts 9 and 10. Not only the side chain stereogenic center but also the metal configuration of the cation of salt 9 is stable for longer periods at low and at elevated temperatures in different solutions.

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How to cite

APA:

Zenneck, U. (2004). Chiral Arene Ruthenium Complexes. 6. Diastereoselective Formation of Chiral-At-Metal P-Tethered Arene Ruthenium(II) Complexes. Organometallics, 23(23), 374-380. https://dx.doi.org/10.1021/om0305768

MLA:

Zenneck, Ulrich. "Chiral Arene Ruthenium Complexes. 6. Diastereoselective Formation of Chiral-At-Metal P-Tethered Arene Ruthenium(II) Complexes." Organometallics 23.23 (2004): 374-380.

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