Chalcone and Pyrylium Syntheses and Analyses
Done by: Natalie Almond & Sophie Troyer in approved collaboration
Introduction
Photoredox catalysis uses light to excite the catalytic compounds, producing an effective oxidizing agent.1 The oxidizing agent can remove an electron from the desired compound for reaction, making it easier to synthesize molecules.1 One example of the utility of photoredox catalysis is the “production of lignan cyclobutanes,” which have many important pharmaceutical uses.2 Photoredox catalysis yields an efficient bond formation reaction.2 Compared to other catalysts, organic photoredox catalysts are a cheap and sustainable alternative.3 Molecules with “long excited state lifetimes and large redox windows” make …show more content…
The pyrylium synthesis was ____ based on the NMR, and the salt color that was in agreement with others in the section. The wavelength of maximum absorbance for pyrylium salt 1 was __, based on the average maximum absorbance for all those who synthesized the molecule, which is __ compared to the other pyrylium salts. This pyrylium salt has a CV of [XX] which makes it a [more/less] effective redox catalyst compared to the other synthesized salts in the C …show more content…
The chalcone (0.729 g, 2.889 mmol) was added to 4-methoxyacetophenone (0.414 g, 2.757 mmol) and placed on a preheated hotplate of 100 degrees Celsius. Sulfuric acid (0.25 mL, 4.62 mmol) was added last, and the black solution was allowed to heat for 45 minutes. After cooling slightly, the flask was placed in an ice bath for 6 minutes before 3.0 mL of ethyl acetate was added and the solution was filtered. A large amount of ethyl acetate was added to the flask to rinse the product and finish separation from the red pyrylium salt from the blue solution. [After drying, a 1H NMR in acetonitrile will be taken as well as a UV-VIS spectra from a 16 microliter stock solution and a
Done by: Natalie Almond & Sophie Troyer in approved collaboration
Introduction
Photoredox catalysis uses light to excite the catalytic compounds, producing an effective oxidizing agent.1 The oxidizing agent can remove an electron from the desired compound for reaction, making it easier to synthesize molecules.1 One example of the utility of photoredox catalysis is the “production of lignan cyclobutanes,” which have many important pharmaceutical uses.2 Photoredox catalysis yields an efficient bond formation reaction.2 Compared to other catalysts, organic photoredox catalysts are a cheap and sustainable alternative.3 Molecules with “long excited state lifetimes and large redox windows” make …show more content…
The pyrylium synthesis was ____ based on the NMR, and the salt color that was in agreement with others in the section. The wavelength of maximum absorbance for pyrylium salt 1 was __, based on the average maximum absorbance for all those who synthesized the molecule, which is __ compared to the other pyrylium salts. This pyrylium salt has a CV of [XX] which makes it a [more/less] effective redox catalyst compared to the other synthesized salts in the C …show more content…
The chalcone (0.729 g, 2.889 mmol) was added to 4-methoxyacetophenone (0.414 g, 2.757 mmol) and placed on a preheated hotplate of 100 degrees Celsius. Sulfuric acid (0.25 mL, 4.62 mmol) was added last, and the black solution was allowed to heat for 45 minutes. After cooling slightly, the flask was placed in an ice bath for 6 minutes before 3.0 mL of ethyl acetate was added and the solution was filtered. A large amount of ethyl acetate was added to the flask to rinse the product and finish separation from the red pyrylium salt from the blue solution. [After drying, a 1H NMR in acetonitrile will be taken as well as a UV-VIS spectra from a 16 microliter stock solution and a