Squaramide‐IRMOF‐16 Analogue for Catalysis of Solvent‐Free, Epoxide Ring‐Opening Tandem and Multicomponent Reactions

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 framew...

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Veröffentlicht in:ChemCatChem 2018-09, Vol.10 (18), p.3995-3998
Hauptverfasser: Vignatti, Claudia, Luis‐Barrera, Javier, Guillerm, Vincent, Imaz, Inhar, Mas‐Ballesté, Rubén, Alemán, José, Maspoch, Daniel
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Sprache:eng
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Zusammenfassung: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. The open(r)ing act: the use of metal‐organic framework (MOF) pores decorated with organocatalytic squaramide moieties to confine ring‐opening epoxide reactions of diverse substrates is reported. Controlled mono‐addition, tandem reactions and higher‐complexity multicomponent reactions were carried out under free solvent conditions in good yields.
ISSN:1867-3880
1867-3899
1867-3899
DOI:10.1002/cctc.201801127