手性胺醇稀土配合物的合成、荧光性质及其催化芳香酮的不对称氢化反应

Synthesis and Fluorescence of Chiral Amino Alcohol Lanthanide Complexes and Their Catalytic Asymmetric Hydrogenation for Aromatic Ketones

合成了三种新的含C2-对称轴的手性胺醇(PhOHCHCH2)2NCH2C6H4R(R=OCH3,L1;R=CH3,L2;R=Cl,L3),将其与无水氯化稀土LnCl3·4THF(Ln=La,Sm,Gd)反应生成了九个新的胺醇类稀土配合物LLnCl·2THF(L=L1,L2,L3;Ln=La,Sm,Gd).用元素分析、热重分析、红外和紫外光谱等手段对它们进行了表征.荧光光谱显示一些配合物具有荧光性能.原位催化芳香酮的不对称氢化反应表明:L1/SmCl3·4THF体系催化苯乙酮不对称氢化反应的转化率达71%,相应的对映体过量值达32%.

Abstract Three new C2-symmetric chiral amino alcohols （PhOHCHCH2）2NCH2C6H4R （R=OCH3, L1; R=CH3, L2; R=Cl, La） and their lanthanide complexes LLnCl·2THF （L=L1, L2, L3; Ln=La, Sm, Gd） were prepared and characterized. Fluorescent spectra revealed that some complexes emitted fluorescence. In-situ chiral amino alcohol lanthanide complexes L1/SmCl3·4THF effectively catalyzed asymmetric hydrogenation of aromatic ketone with a conversion of 71% and enantiomeric excess （ee） of 32%.