Squaramide-IRMOF-16 analogue for catalysis of solvent-free, epoxide ring-opening tandem and multicomponent reactions
Entity
UAM. Departamento de Química Inorgánica; UAM. Departamento de Química OrgánicaPublisher
WileyDate
2018-09-20Citation
10.1002/cctc.201801127
ChemCatChem 10 (2018): 3995-3998
ISSN
1867-3880 (print); 1867-3899 (online)DOI
10.1002/cctc.201801127Funded by
This work was supported by the Spanish MINECO (projects PNMAT2015-65354-C2-1-R and CTQ2015-64561-R), the CatalanAGAUR (project 2014 SGR 80), the ERC under the EU FP7 (ERCCo615954 and ERC-CG 647550), and European Union’s Horizon 2020research and innovation programme under grant agreementNo 685727. It was also funded by the CERCA Programme/General-itat de CatalunyaProject
Gobierno de España. MAT2015-65354-C2-1-R; Gobierno de España. CTQ2015-64561-R; info:eu-repo/grantAgreement/EC/FP7/615954; info:eu-repo/grantAgreement/EC/FP7/647550; info:eu-repo/grantAgreement/EC/H2020/685727Editor's Version
http://doi.org/10.1002/cctc.201801127Subjects
H-bond catalysis; Metal-organic frameworks; Squaramide; Tandem and multicomponent reactions; QuímicaNote
This is the peer reviewed version of the following article: ChemCatChem 10 (2018): 3995-3998, which has been published in final form at http://doi.org/10.1002/cctc.201801127. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived VersionsRights
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, WeinheimAbstract
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
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Google Scholar:Vignatti, Claudia
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Luis Barrera, Javier
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Guillerm, Vincent
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Imaz, Inhar
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Mas Ballesté, Rubén
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Alemán Lara, José Julián
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Maspoch, Daniel
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