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双分子维生素B_(12)模型分子的合成及钴氮键稳定性研究

Synthesis of a Dimer-VB_(12) Model Molecule and Stability of Co-N Bond
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摘要 Vitamin B 12 model molecule, dicyano cobyric mono acid hexamethylester 2f was synthesized from Vitamin B 12 by alcoholysis and acidic hydrolysis. Dicyano-a,b,c,d,e,g-α-f-N-(3-imidazoly) propylamido cobyrinate 3f was synthesized by the reaction between 2f and 3-imidazolylpropylamine hydrochloride. Compound 3f was treated with trifluoroacetic acid to give dimer-vitamin B 12 model molecule 5f. Compound 5f was treated with acidic buffers in methanol and the ring of 5f was opened to give compounds 6f. UV-Vis spectra were determined in buffers with different pH values. The equilibrium constants of Co-N bonds were calculated. K-value of 5f was 552×10 3, which is much greater than that of monomer vitamin B 12 4f. The strength of coordination bonds between the N atom in the side chain of cobyrinate and the Co atom in 5f was much weaker than that in monomer-vitamin B 12 4f. Vitamin B 12 model molecule, dicyano cobyric mono acid hexamethylester 2f was synthesized from Vitamin B 12 by alcoholysis and acidic hydrolysis. Dicyano-a,b,c,d,e,g-α-f-N-(3-imidazoly) propylamido cobyrinate 3f was synthesized by the reaction between 2f and 3-imidazolylpropylamine hydrochloride. Compound 3f was treated with trifluoroacetic acid to give dimer-vitamin B 12 model molecule 5f. Compound 5f was treated with acidic buffers in methanol and the ring of 5f was opened to give compounds 6f. UV-Vis spectra were determined in buffers with different pH values. The equilibrium constants of Co-N bonds were calculated. K-value of 5f was 552×10 3, which is much greater than that of monomer vitamin B 12 4f. The strength of coordination bonds between the N atom in the side chain of cobyrinate and the Co atom in 5f was much weaker than that in monomer-vitamin B 12 4f.
出处 《高等学校化学学报》 SCIE EI CAS CSCD 北大核心 2003年第6期1031-1033,共3页 Chemical Journal of Chinese Universities
基金 国家教育部优秀青年教师基金资助
关键词 双分子维生素B12 模型分子 合成 钴氮键 稳定性 紫外-可见光谱 平衡常数 Vitamin B 12 Dimer Model molecule UV-Vis spectrum Equilibrium constants
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