Metallkomplexe mit biologisch wichtigen Liganden, CLXI [1]. Halbsandwich-Komplexe mit tert-Leucin, Dipeptiden, Pentaglycin und Glutathion als Liganden / Metal Complexes with Biologically Important Ligands, CLXI [1]. Halfsandwich Complexes with tert-Leucine, Dipeptides, Pentaglycine and Glutathione

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  • Winfried Hoffmüller
    Department Chemie und Biochemie der Ludwig-Maximilians-Universität München, Butenandtstr. 5 – 13, D-81377 München
  • Harald Dialer
    Department Chemie und Biochemie der Ludwig-Maximilians-Universität München, Butenandtstr. 5 – 13, D-81377 München
  • Wolfgang Beck
    Department Chemie und Biochemie der Ludwig-Maximilians-Universität München, Butenandtstr. 5 – 13, D-81377 München

抄録

<jats:p>Reactions of L-tert-Leucine (tert-butylglycine), tert-leucine methyl ester, GlyValOMe, and Leu- AlaOMe with the chloro-bridged complexes [Cp*IrCl<jats:sub>2</jats:sub>]<jats:sub>2</jats:sub>, [(p-cymene)RuCl<jats:sub>2</jats:sub>]<jats:sub>2</jats:sub> or [(C<jats:sub>6</jats:sub>Me<jats:sub>6</jats:sub>)RuCl<jats:sub>2</jats:sub>]<jats:sub>2</jats:sub> in the presence of NaOMe give the complexes [Cp*Ir(Cl)NH<jats:sub>2</jats:sub>CH(R)CO<jats:sub>2</jats:sub>] (1), [(p-cymene)Ru(Cl)- NH<jats:sub>2</jats:sub>CH(R)CO<jats:sub>2</jats:sub>] (2), Cp*Ir(Cl<jats:sub>2</jats:sub>)[NH<jats:sub>2</jats:sub>CH(R)CO<jats:sub>2</jats:sub>Me] (5), {(C<jats:sub>6</jats:sub>Me<jats:sub>6</jats:sub>)Ru(Cl)[NH<jats:sub>2</jats:sub>CH<jats:sub>2</jats:sub>CONHCH(R)- CO<jats:sub>2</jats:sub>Me]}<jats:sup>+</jats:sup>Cl<jats:sup>−</jats:sup> (6), [Cp*Ir(Cl)NH<jats:sub>2</jats:sub>CH<jats:sub>2</jats:sub>CONCH(R)CO<jats:sub>2</jats:sub>Me] (7), [Cp*Ir(Cl)NH<jats:sub>2</jats:sub>CH(CH<jats:sub>2</jats:sub>CHMe<jats:sub>2</jats:sub>)- CONCH(R)CO<jats:sub>2</jats:sub>Me)] (8), and Cp*Ir(Cl<jats:sub>2</jats:sub>)[NH<jats:sub>2</jats:sub>CH<jats:sub>2</jats:sub>CONHCH(R)CO<jats:sub>2</jats:sub>Me) (9). </jats:p> <jats:p>With pentaglycine the complexes [Cp*Ir(Cl<jats:sub>2</jats:sub>)(pentaglycinate<jats:sup>+</jats:sup>Na<jats:sup>+</jats:sup>)] (10) and [(C<jats:sub>6</jats:sub>Me<jats:sub>6</jats:sub>)Ru(pentaglycineOMe- H<jats:sup>+</jats:sup>)] (11) could be isolated. Coordination of one equivalent of the S-protected tripeptide glutathione to [Cp*Ir(Cl)] and to [(C<jats:sub>6</jats:sub>Me<jats:sub>6</jats:sub>)Ru(Cl)] was observed. Some in situ prepared (p-cymene)Ru complexes with deprotonated dipeptide esters were tested as catalysts and the complex [(p-cymene)Ru(Cl)(NH<jats:sub>2</jats:sub>CH(CHMeEt)NCH (CHMe<jats:sub>2</jats:sub>)CO<jats:sub>2</jats:sub>tert-Bu)] gave a yield of 73% and moderate entantiomeric excess (36% ee) in the transfer hydrogenation of acetophenone to 2-propanol.</jats:p>

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