Formation of a New, Strongly Basic Nitrogen Anion by Metal Oxide Modification
Autor: | Akira Nakayama, Masazumi Tamura, Yoshinao Nakagawa, Keiichi Tomishige, Jun-ya Hasegawa, Ryota Kishi |
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Rok vydání: | 2017 |
Předmět: |
chemistry.chemical_classification
Base (chemistry) 010405 organic chemistry Chemistry Superbase Inorganic chemistry Oxide chemistry.chemical_element General Chemistry 010402 general chemistry 01 natural sciences Biochemistry Nitrogen Catalysis 0104 chemical sciences Metal chemistry.chemical_compound Colloid and Surface Chemistry Chemical engineering visual_art visual_art.visual_art_medium Organic synthesis Hybrid material |
Zdroj: | Journal of the American Chemical Society. 139:11857-11867 |
ISSN: | 1520-5126 0002-7863 |
Popis: | Development of new hybrid materials having unique and unprecedented catalytic properties is a challenge for chemists, and heterogeneous–homogeneous hybrid catalysts have attracted much attention because of the preferable and exceptional properties that are highly expected to result from combination of the components. Base catalysts are widely used in organic synthesis as key materials, and a new class of base catalysts has made a large impact from academic and industrial viewpoints. Here, a principle for creating a new strong base by hybridization of homogeneous and heterogeneous components is presented. It is based on the modification of organic compounds with metal oxides by using the acid–base property of metal oxides. Based on kinetic and DFT studies, combination of CeO2 and 2-cyanopyridine drastically enhanced the basicity of 2-cyanopyridine by a factor of about 109 (∼9 by pKa (in CH3CN)), and the pKa was estimated to be ∼21, which locates it in the superbase category. 2-Cyanopyridine and CeO2 formed... |
Databáze: | OpenAIRE |
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