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Rational Design of 7‐Azaindole‐Based Robust Microporous Hydrogen‐Bonded Organic Framework for Gas Sorption

Manuel Carrera, I. Such-Basáñez, J.P. Marco-Lozar, Agustín Bueno‐López, Eduardo Vilaplana‐Ortego, Iván da Silva, Delia Bautista, Alberto Fernández‐Alarcón, Joaquín Calbo, Enrique Ortı́, David Curiel

2024Angewandte Chemie International Edition17 citationsDOIOpen Access PDF

Abstract

Abstract 7‐Azaindole has been integrated as building block with complementary N−H⋅⋅⋅N hydrogen bonding sites for the synthesis of a tetrahedral molecular tecton, namely tetra(α‐carbolin‐6‐yl)methane, TACM. The self‐assembly of this molecule results in a 3D hydrogen‐bonded organic framework (HOF). This supramolecular structure constitutes a crystalline microporous material with an extraordinary thermal and chemical robustness. Single crystal X‐ray diffraction reveals how the five‐fold catenation of diamonoid systems, stabilized by hydrogen bonds and π–π interactions, form an interpenetrated network with monodimensional channels. The structural features of the crystalline material are also observed by transmission electron microscopy (TEM). Additionally, the microporosity of the activated TACM‐HOF is characterized by gas sorption (N 2 , CO 2 , CH 4 and H 2 ) experiments performed at different pressures. A selective adsorption is observed for CO 2 uptake and TACM‐HOF also presents a good adsorption capacity for H 2 among supramolecular organic frameworks.

Topics & Concepts

Microporous materialSorptionSupramolecular chemistryHydrogen bondCatenationCrystal engineeringMoleculeMaterials scienceCrystallographyCrystal structureChemistryChemical engineeringPhysical chemistryOrganic chemistryComposite materialAdsorptionDNABiochemistryEngineeringMetal-Organic Frameworks: Synthesis and ApplicationsCovalent Organic Framework ApplicationsSupramolecular Chemistry and Complexes
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