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Squaramide‐IRMOF‐16 Analogue for Catalysis of Solvent‐Free, Epoxide Ring‐Opening Tandem and Multicomponent Reactions
ChemCatChem ( IF 4.5 ) Pub Date : 2018-08-01 , DOI: 10.1002/cctc.201801127
Claudia Vignatti 1 , Javier Luis-Barrera 2 , Vincent Guillerm 1 , Inhar Imaz 1 , Rubén Mas-Ballesté 3, 4 , José Alemán 2, 4 , Daniel Maspoch 1, 5
Affiliation  

Tandem and multicomponent one‐pot reactions are highly attractive because they enable synthesis of target molecules in a single reaction vessel. However, they are difficult to control, as they can lead to the formation of many undesired side‐products. Herein we report the use of metal‐organic framework (MOF) pores decorated with organocatalytic squaramide moieties to confine ring‐opening epoxide reactions of diverse substrates. Controlled mono‐addition or tandem reactions inside the pores yield 1,2‐aminoalcohols or 1,2,2′‐aminodialcohols, respectively, in good yields. In addition, this squaramide‐functionalised MOF enables catalysis of higher‐complexity multicomponent reactions such as the catalytic ring‐opening of two different epoxides by a single amine to afford 1,2,2′‐aminodialcohols.

中文翻译:

Squaramide-IRMOF-16类似物,用于无溶剂,环氧开环串联和多组分反应的催化

串联和多组分一锅法反应非常吸引人,因为它们可以在单个反应容器中合成目标分子。但是,它们很难控制,因为它们可能导致形成许多不良副产物。本文中,我们报道了使用装饰有有机催化方酰胺部分的金属有机骨架(MOF)孔来限制各种底物的开环环氧反应。孔内受控的单加成反应或串联反应可分别产生1,2-氨基醇或1,2,2'-氨基二元醇,收率良好。此外,这种由方胺官能化的MOF能够催化更高复杂度的多组分反应,例如通过一种胺催化两个不同的环氧化物的催化开环反应,从而生成1,2,2'-氨基二醇。
更新日期:2018-08-01
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