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The chiral amine alcohols rare earth complexes and catalytic asymmetric ketone
Author: ZouXiaoYan
Tutor: ZuoPengFei;LiGuangMing
School: Heilongjiang University
Course: Organic Chemistry
Keywords: chiral amino alcohol lanthanide complex asymmetric transfer hydrogenation chiral catalysis
CLC: O643.36
Type: Master's thesis
Year: 2006
Downloads: 78
Quote: 0
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Abstract
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All experiments were carried out under the conditions of moisture and oxygen-free in nitrogen stream(99.99%). We prepared a kind of chiral C2-symmetric amino alcohol L-1, L-2, L-3. They were firstly reacted with SmCl3·4THF、 GdCl3·4THF and LaCl3·4THF to prepare nine novel lanthanide amino alcohol complexes. The complexes have been characterized by Fourier transform infrared(IR), Ultraviolet-visible(UV-VIS), Elemental analyses, Thermal gravimetric analyses and Fluorescence measurements were also studied.The fluorescence spectra analysis showed that the amino alcohol had better fluorescence properties, but the Fluorescence properties of the amino alcohol lanthanide complexes decreased clearly. The complexes of 1, 2, 7 , 8 emitted strong green characteristic fluorescence of the ligand. But the 4, 5, 6 emitted yellow characteristic fluorescence of Sm3+ ions. On the basis of the comparison with the Sm3+ ions, the luminescent intensity of the lanthanide ion Sm3+ was enhanced extensively.Asymmetric transfer hydrogenation of acetophenone was conducted by using salt-free lanthanoid complexes of L-4、 L-5、 L-6 . The best composition of catalysis system is L-4/SmCl3·4THF/n-KOBut, the best ratio of Sub./Cat./n-KOBut is 100:5:16, the appropriate temperature is 20℃ and reaction time is 24 hours. The best enantiosectivity(e.e.value) is 40%, and the best conversion is 97%.
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CLC: > Mathematical sciences and chemical > Chemistry > Physical Chemistry ( theoretical chemistry ),chemical physics > Chemical kinetics,catalysis > Catalytic > Catalyst
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