Formation of N-(1-ferrocenoylpyrrolidine-2-carbonyl)-N,N′-dicyclohexylurea: Dead-end in the preparation of ferrocene-modified peptides |
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Authors: | Anas Lataifeh |
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Institution: | Department of Chemistry, University of Western Ontario, 1151 Richmond Street, London, Ontario, Canada N6A 5B7 |
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Abstract: | This paper reports the synthesis, characterisation and electrochemical properties of Fc-Pro-DCU 3. The activation of Fc-Pro-OH with DCC in the absence of racemization reducing agent results in the formation of N-(1-ferrocenoylpyrrolidine-2-carbonyl)-N,N′-dicyclohexylurea, as result of O/N-acyl shift in the acylisourea intermediate. Compound 3 exhibits quasi-reversible one-electron oxidation of ferrocenoyl moiety at E1/2 = 0.62 V. |
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Keywords: | Carbodiimides N-Acylurea Ferrocene Electrochemistry Bioorganometallic chemistry |
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