Synthesis of Ferrocenoyl L-Arginine Derivatives by Homogeneous Catalytic Carbonylation

Abstract

Ferrocene–labeled arginine derivatives with different structures were synthesized via homogeneous catalytic carbonylation. Aminocarbonylation of iodoferrocene in the presence of L-arginine methyl ester or N_α-benzoyl-L-arginine ethyl ester as N-nucleophiles led to triacyl derivatives as the main products. The formation of diacyl compounds was also observed, but no monoacyl derivative could be isolated from the reaction mixture of iodoferrocene and L-arginine methyl ester.

Keywords:

• Carbonylation
• ferrocene
• L-arginine
• palladium

ACKNOWLEDGMENTS

The authors thank the Hungarian National Science Foundation for financial support (OTKA T048391, NK71906, NI61591, K60679). R. S.-F. thanks the Hungarian Academy of Sciences for J. Bolyai fellowship.

Notes

^a Based on the amount of starting iodoferrocene.

^b Based on the amount of starting arginine derivative 2a or 2b.