Synthesis and effective catalytic performance in cycloaddition reactions with CO2 of boronate esters versus N-heterocyclic carbene (NHC)-stabilized boronate esters
Autor: | Emine Aytar, Rahime Söylemez, Bayram Sobay, Ahmet Kilic |
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Rok vydání: | 2020 |
Předmět: |
chemistry.chemical_classification
Base (chemistry) 010405 organic chemistry Renewable Energy Sustainability and the Environment Energy Engineering and Power Technology Epoxide 010402 general chemistry 01 natural sciences Cycloaddition 0104 chemical sciences Catalysis chemistry.chemical_compound Fuel Technology chemistry Melting point Organic chemistry Lewis acids and bases Selectivity Carbene |
Zdroj: | Sustainable Energy & Fuels. 4:5682-5696 |
ISSN: | 2398-4902 |
DOI: | 10.1039/d0se01189d |
Popis: | A series of boronate esters (1–3) and N-heterocyclic carbene (NHC)-stabilized boronate esters (4–6) were synthesized and characterized by various spectroscopic techniques, including NMR (1H, 13C, and 11B), FT-IR, UV-Vis, LC-MS/MS spectrometry, melting point, and elemental analysis techniques. The boronate esters (1–3) and N-heterocyclic carbene (NHC)-stabilized boronate esters (4–6) (as Lewis acid) rapidly catalyze the coupling of a variety of epoxides and CO2 to obtain cyclic carbonates in the presence of DMAP (as Lewis base) without the organic solvent. Good to excellent yields of various cyclic carbonates were also achieved under suitable conditions (125 °C, 0.5 h, and 1.6 MPa). After seeing the high catalytic performance of boronate ester catalysts, effects of epoxide, base, temperature, CO2 pressure, reaction time and amount of catalyst and base were investigated for these catalysts. The boronate ester (1) and DMAP showed the best catalytic activity (94.3%) and selectivity (97.5%) for the coupling of CO2 and ECH under suitable conditions (125 °C, 0.5 h, and 1.6 MPa). |
Databáze: | OpenAIRE |
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