Lanthanide-induced Shifts in Proton Nuclear Magnetic Resonance Spectra. Site and Nature of Coordinatin for N-methyl-4-piperidone

• Main Authors: Liu, Jung-Tsung, 劉榮宗
• Other Authors: Chen, Kuang-Shiung
• Format: Others
• Language: en_US
• Online Access: http://ndltd.ncl.edu.tw/handle/60174831433274368970

碩士 === 淡江大學 === 化學學系 === 65 === 　　The site of coordination of N-methyl-4-piperidone (1)with the lanthanide shift reagents, Eu(fod)3, and Pr(fod)3 was determined from the observed trend of lanthanide-induced shifts (LIS). Despite the basicity of tertiary amino group, steric factors relegate the amino function to the role of negligible donor in compound 1. Eu(fod)3 only selectively interacts with the carbony group even at a saturation fraction of 0.95. 　　Comparisons between the association equilibrium constants of N-methyl-4-piperidone and the model compounds, cyclohexanone and 4-tert-butyl cyclohexanone, suggest that compound 1 can be considered as "bichromophoric" nature in the complex formation with Eu(fod)3.