engleski

Structural, Spectroscopic, and Theoretical Study of Ferrocene Ureidopeptides

Ferrocene ureidopeptides 3 and 4 and their derivatives 7 and 8 with a methyl ester substituent in 1′ position of the ferrocene have been prepared starting from ferrocenecarboxazide (1) or methyl 1′ -azidocarbonylferrocene-1-carboxylate (5) via the corresponding isocyanatoferrocenes (2/6) and their coupling with alanine and alanylalanine methyl esters. Thorough spectroscopic and theoretical analyses revealed that in systems 4, 7, and 8 intramolecular hydrogen bonds play only a minor role, while self-assembly processes prevail in solution and in the solid state with urea NH groups acting as hydrogen donors and alanine amide and alanine ester CO groups acting as hydrogen acceptors. The ester substituent in the 1′ position of the ferrocene in compounds 7 and 8 does not engage in hydrogen bonding.

Conformation analysis; Hydrogen bonds; Ferrocene ureidopeptides

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