Microporous Polymeric Networks Containing a Long-Term Stable Au^I Catalyst for Enyne Cyclization Article Swipe

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Sandra Rico‐Martínez , Adrián Ruiz , Beatriz López-Iglesias , Cristina Álvarez , Ángel E. Lozano , Jesús A. Miguel ·

YOU? · · 2024 · Open Access · · DOI: https://doi.org/10.1021/acsapm.3c02174

Two microporous polymer networks having a confined Au carbene catalyst were obtained and tested for the skeletal rearrangement of enynes. These catalysts were obtained from precursor porous organic polymers (POPs), a type of microporous polymer network, synthesized by the reaction of isatin or a mixture of isatin/trifluoroacetophenone (1:1) with triptycene (POP1 and POP2, respectively) through an electrophilic aromatic substitution, EAS, reaction promoted by trifluoromethanesulfonic acid. These precursors could be easily functionalized through the lactam moiety to form Au carbene catalysts (POP1-AuCarbene and POP2-AuCarbene). The confined carbenes proved to be very active for the skeletal rearrangement of dimethyl 2-(3-methyl-2-butenyl)-2-propinylmalonate enyne. A large increase in the stability of the Au catalysts was observed compared to those of most of the homogeneous catalysts described so far in the bibliography. This long-term stability was associated with the separation of Au atoms, induced by their confinement in the microporous networks. In particular, POP2-AuCarbene exhibited outstanding long-term stability, maintaining catalytic activity even after several months.

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Catalysis Microporous material Carbene Conjugated microporous polymer Chemistry Isatin Moiety Polymer Polymer chemistry Combinatorial chemistry Organic chemistry

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Type: article
Language: en
Landing Page: https://doi.org/10.1021/acsapm.3c02174
PDF: https://pubs.acs.org/doi/pdf/10.1021/acsapm.3c02174
OA Status: hybrid
Cited By: 4
References: 69
Related Works: 10
OpenAlex ID: https://openalex.org/W4391845166

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DOI: https://doi.org/10.1021/acsapm.3c02174

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Title: Microporous Polymeric Networks Containing a Long-Term Stable Au^I Catalyst for Enyne Cyclization

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Language: en

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Publication year: 2024

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Publication date: 2024-02-15

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Authors: Sandra Rico‐Martínez, Adrián Ruiz, Beatriz López-Iglesias, Cristina Álvarez, Ángel E. Lozano, Jesús A. Miguel

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Landing page: https://doi.org/10.1021/acsapm.3c02174

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Concepts: Catalysis, Microporous material, Carbene, Conjugated microporous polymer, Chemistry, Isatin, Moiety, Polymer, Polymer chemistry, Combinatorial chemistry, Organic chemistry

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Cited by: 4

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Microporous Polymeric Networks Containing a Long-Term Stable AuI Catalyst for Enyne Cyclization Article Swipe

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Microporous Polymeric Networks Containing a Long-Term Stable Au^I Catalyst for Enyne Cyclization Article Swipe