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Lanthanide complexes combined with chiral salen ligands: application in the enantioselective epoxidation reaction of α,β-unsaturated ketones

机译:镧系配合物与手性Salen配体的组合:在α,β-不饱和酮的对映选择性环氧化反应中的应用

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摘要

Readily available lanthanide amides Ln[N(SiMe _(3) ) _(2) ] _(3) (Ln = Nd ( 1 ), Sm ( 2 ), Eu ( 3 ), Yb ( 4 ), La ( 5 )), combined with chiral salen ligands H _(2) L ~(a) (( S , S )- N , N ′-di-(3,5-disubstituted-salicylidene)-1,2-cyclohexanediamine) and H _(2) L ~(b) (( S , S )- N , N ′-di-(3,5-disubstituted-salicylidene)-1,2-diphenyl-1,2-ethanediamine) were employed in the enantioselective epoxidation of α,β-unsaturated ketones. It was found that the salen–La complex shows the highest efficiency and enantioselectivity. A relatively broad scope of α,β-unsaturated ketones was investigated, and excellent yields (up to 99%) and moderate to good enantioselectivities (37–87%) of the target molecules were achieved.
机译:现成的镧系元素酰胺Ln [N(SiMe _(3)__(2)] _(3)(Ln = Nd(1),Sm(2),Eu(3),Yb(4),La(5) ),与手性Salen配体H_(2)L〜(a)((S,S)-N,N'-二-(3,5-二取代-水杨基)-1,2-环己二胺)和H (2)将L〜(b)((S,S)-N,N′-二-(3,5-二取代-水杨基亚烷基)-1,2-二苯基-1,2-乙二胺)用于对映选择性环氧化α,β-不饱和酮的合成结果发现,Salen-La络合物显示出最高的效率和对映选择性。对α,β-不饱和酮的相对广泛的范围进行了研究,并获得了目标分子的优异收率(高达99%)和中等至良好的对映选择性(37-87%)。

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