Determining the excited‐state substituent constants of furyl and thienyl groups

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Abstract

Abstract Six series of styrene derivatives XCH═CHArY (total of 65) containing the styrene parent molecular skeleton were synthesized (here, Y is OMe, Me, H, F, Cl, CF 3 , CN, and NO 2 , and X is 2‐furyl, 3‐furyl, 2′‐methyl‐2‐furyl, 2‐thienyl, 3‐thienyl, and 2′‐methyl‐2‐theniyl). Their ultraviolet absorption spectra were measured in anhydrous ethanol, and their wavelength of absorption maximum λ max was recorded. For the wavenumber ν max (cm −1 , ν max = 1/λ max ) of the obtained λ max , a quantitative correlation analysis was performed, and 6 excited‐state substituent constants of groups X were obtained by means of curve‐fitting method. Taking the ν max values of total 90 compounds of styrene derivatives as a data set (including 25 compounds from reference and 65 compounds of this work), a quantitative correlation analysis was performed, and the reliability of the obtained was verified. In addition, 12 samples of disubstituted Schiff bases (XCH═NArY) involving the above groups X were synthesized, and their ν max values were recorded. Using these 12 ν max together with the 14 ν max values of Schiff bases taken from reference (total of 26 compounds), it was further verified that the values are reliable by means of quantitative correlation method.

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