Solvent effects on the UV-visible absorption spectra of aryl-2,2'-bifuran derivatives

Document Type : Original Article

Abstract

The effect of solvent polarity on absorption spectra of a series of bifuran carbonitriles and their corresponding carboxamidine hydrochloride salts was investigated. Synthesis of the new thienylbifuran-5-carbonitrile 5 was described through a Stille coupling reaction of the precursor 5'-bromo-[2,2'-bifuran]-5-carbonitrile with 2-tri-n-butylstannylthiophene. Cationic thienylbifuran carboxamidine compound 6 was prepared on treatment its corresponding carbonitrile compound 5 with lithium bis-trimethylsilylamide, followed by de-protection step and subsequent hydrochloride salt formation. The relationship between aryl-2,2'-bifuran structure feature and their corresponding absorption in the UV–visible region was studied. The absorption maxima of the tested aryl-2,2'-bifuran derivatives showed that λmax of the amidine derivatives shifted to higher wavelength than their corresponding carbonitrile derivatives.

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