Merging supramolecular catalysis and aminocatalysis: amino-appended beta-cyclodextrins (ACDs) as efficient and recyclable supramolecular catalysts for the synthesis of tetraketones

Ren Yufeng; Yang Bo; Liao Xiali

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Merging supramolecular catalysis and aminocatalysis: amino-appended beta-cyclodextrins (ACDs) as efficient and recyclable supramolecular catalysts for the synthesis of tetraketones

机译：合并超分子催化作用和氨基丙酸酯：氨基依附β-环糊精（ACDS）作为用于合成四酮的高效和可回收的超分子催化剂

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Well-designed amino-appended beta-cyclodextrins (ACDs) with an amino side chain of different lengths at the primary face of beta-CD were synthesized and employed in the catalytic synthesis of a series of tetraketones as supramolecular catalysts in water for the first time. Yields of 58-97% were obtained with up to 30 examples of substrate. The catalyst could be recycled easily, while a 92% yield and 84% rate of catalyst recovery could be achieved after 8 cycles of catalyst recycling. Moreover, a catalytic mechanism merging supramolecular catalysis and aminocatalysis could be proposed through detailed 1D and 2D NMR, ESI-MS and Job plot analyses. This protocol retained the promising characteristics of ambient temperature, green medium, simple operation, broad substrate scope, excellent yields, superb catalyst recycling performance and unique catalytic mechanism.

机译：合成良好设计的氨基α-环糊精（ACDS），其具有β-CD的初级面的不同长度的不同长度的氨基链，并在催化合成一系列四丙酮中作为水中的水中催化剂。获得58-97％的产率，得到最多30个基材的实例。催化剂可以容易地再循环，而在8个催化剂再循环后，可以实现92％的产率和84％的催化剂回收率。此外，通过详细的1D和2D NMR，ESI-MS和作业曲分析，可以提出合并超分子催化和氨基酸的催化机制。该方案保留了环境温度，绿色培养基，简单操作，宽基板范围，优异产量，优质催化剂回收性能和独特的催化机制的特点。

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《RSC Advances》 |2016年第26期|共9页
作者
Ren Yufeng; Yang Bo; Liao Xiali;
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作者单位

Kunming Univ Sci &

Technol Fac Life Sci &

Technol Kunming 650500 Peoples R China;

Kunming Univ Sci &

Technol Fac Life Sci &

Technol Kunming 650500 Peoples R China;

Kunming Univ Sci &

Technol Fac Life Sci &

Technol Kunming 650500 Peoples R China;

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正文语种 eng
中图分类化学;
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1. Merging supramolecular catalysis and aminocatalysis: amino-appended beta-cyclodextrins (ACDs) as efficient and recyclable supramolecular catalysts for the synthesis of tetraketones [J] . Ren Yufeng, Yang Bo, Liao Xiali RSC Advances . 2016,第26期

机译：合并超分子催化作用和氨基丙酸酯：氨基依附β-环糊精（ACDS）作为用于合成四酮的高效和可回收的超分子催化剂
2. Supramolecular aminocatalysis via inclusion complex: Amino-doped beta-cyclodextrin as an efficient supramolecular catalyst for the synthesis of chromeno pyrimido[1,2-b]indazol in water [J] . Shinde Vijay Vilas, Jeong Daham, Jung Seunho Journal of industrial and engineering chemistry . 2018,第期

机译：通过包含复合物的超分子氨基酸酯：氨基掺杂的β-环糊精作为用于合成Chromeno嘧啶的高效超分子催化剂[1,2-B] Indazol在水中
3. Multicomponent Approach Towards the Synthesis of Substituted Pyrroles under Supramolecular Catalysis Using,beta-Cyclodextrin as a Catalyst in Water Under Neutral Conditions [J] . Murthy SN, Madhav B, Kumar AV, Helvetica chimica acta . 2009,第10期

机译：β-环糊精在中性条件下超分子催化多分子催化合成取代吡咯的研究
4. CO2-Reduction Catalysis of Supramolecular Photocatalysts Immobilized on Solid Surface [C] . Daiki Saito, Osamu Ishitani 日本化学会春季年会講演予稿集 . 2018

机译：固定在固体表面上固定的超分子光催化剂的CO2还原催化剂
5. The search for supramolecular catalysis using supramolecular guanine quadruplexes. [D] . Rios, Luis R. Rivera. 2014

机译：寻找使用超分子鸟嘌呤四链体的超分子催化。
6. Highly Enantioselective Cascade Transformations by Merging Heterogeneous Transition Metal Catalysis with Asymmetric Aminocatalysis [O] . Luca Deiana, Samson Afewerki, Carlos Palo-Nieto, -1

机译：通过非均相氨基催化合并非均相过渡金属催化的高对映选择性级联转化
7. An efficient synthesis of 3-indolyl-3-hydroxy oxindoles and 3,3-di(indolyl)indolin-2-ones catalyzed by sulfonated β-CD as a supramolecular catalyst in water [O] . Yogesh A. Tayade, Dipak R. Patil, Yogesh B. Wagh, 2015

机译：高效合成磺化β-Cd催化的3-吲哚基-3-羟基肟和3,3-二（吲哚基）吲哚-2-吲哚-2-吲哚-2-吲哚-2-水合物

Merging supramolecular catalysis and aminocatalysis: amino-appended beta-cyclodextrins (ACDs) as efficient and recyclable supramolecular catalysts for the synthesis of tetraketones

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