Preparation, Crystal Structure, and Spectroscopic, Chemical, and Electrochemical Properties of (2E,4E)-1-(3-Guaiazulenyl)-4-(2-thienyl)-1,3-butadiene

Abstract

Abstract Wittig reaction of (E)-2-(2-thienyl)ethylene-1-carbaldehyde with [(3-guaiazulenyl)methyl]triphenylphosphonium bromide in ethanol containing sodium ethoxide (=NaOC2H5) at 25 °C for 24 h under argon gives the two (2E,4E)- and (2E,4Z)-geometric isomers of a new compound 1-(3-guaiazulenyl)-4-(2-thienyl)-1,3-butadiene, the only title (2E,4E)-form, of which can be isolated as single crystals. Preparation, chemical and spectroscopic properties, crystal structure, and electrochemical behavior of the target (2E,4E)-form, compared with those of (E)-1-(3-guaiazulenyl)-2-(2-thienyl)ethylene and the structurally related new compound (3-guaiazulenyl)[(E)-2-(2-thienyl)ethenyl]methylium hexafluorophosphate, are documented.