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Self-assembled structures of ferrocene-l-carnosine conjugates

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Abstract Ferrocene- l -carnosine conjugates, Fc- l -Carnosine-OEt and Fc 2 - l -Carnosine-OEt , were synthesized and characterized by X-ray crystallographic analyses. The single-crystal X-ray structure determination of Fc-… Click to show full abstract

Abstract Ferrocene- l -carnosine conjugates, Fc- l -Carnosine-OEt and Fc 2 - l -Carnosine-OEt , were synthesized and characterized by X-ray crystallographic analyses. The single-crystal X-ray structure determination of Fc- l -Carnosine-OEt was demonstrated to reveal the formation of antiparallel β -sheet-like 12-membered intermolecularly hydrogen-bonded ring between NH ( β -alanine) and CO ( β -alanine of another molecule). Furthermore, the self-assembled structure through antiparallel β -sheet-like hydrogen bonding network of β -alanyl moieties and homomeric association of the imidazole moieties through the one-dimensional hydrogen-bonded chain was formed in the crystal packing. The self-assembled structure based on antiparallel β -sheet-like hydrogen bonding between NH (histidine) and CO (the ferrocenoyl moiety of another molecule) was also observed in the crystal packing of Fc 2 - l -Carnosine-OEt . In the case of Fc 2 - l -Carnosine-OEt , which has the N -ferrocenoyl imidazole moiety, each molecule is connected through the intermolecular hydrogen bonds of C H ⋯ N pattern between the ferrocene and the imidazole moieties.

Keywords: carnosine conjugates; hydrogen; ferrocene carnosine; self assembled; carnosine oet; carnosine

Journal Title: Journal of Organometallic Chemistry
Year Published: 2017

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