2,2’-[(1<i>E</i>,1’<i>E</i>)-{[Hexa-2,4-diyne-1,6-diylbis(oxy)]bis(2,1-phenylene)}bis(ethene-2,1-diyl)]bis(4<i>H</i>-chromen-4-one)

Abstract

2-Styrylchromones (2-SCs) are interesting compounds for their biological properties as well as versatility as starting materials for further transformations. Herein, we disclose a new 2-SC derivative—2,2’-[(1E,1’E)-{[hexa-2,4-diyne-1,6-diylbis(oxy)]bis(2,1-phenylene)}bis(ethene-2,1-diyl)]bis(4H-chromen-4-one)—which is a dimeric compound formed by two units of 2-SC linked through a 1,3-diyne moiety. It was obtained in excellent yield (96%) through the copper-catalyzed homocoupling of two molecules of O-propargyl-2-SC. Its structure was unveiled by 1D (1H and 13C) and 2D (HSQC and HMBC) NMR techniques together with HRMS.

Keywords

• 2-styrylchromone
• propargylation
• copper catalysis
• terminal alkyne homocoupling
• 1,3-diyne