1395880-70-2

Upstream product

• 624-38-4 para-diiodobenzene 
• 1086430-34-3 methyl 3-ethynyl-7-isopropylazulene-1-carboxylate 

Downstream Products

• 1395880-80-4 methyl 3-{3,3-dicyano-1-(dicyanomethylene)-1-[4-(phenylethynyl)phenyl]-2-propenyl}-7-isopropylazulene-1-carboxylate 
• 1395880-72-4 methyl 7-isopropyl-3-[4-(phenylethynyl)phenylethynyl]-azulene-1-carboxylate 

Relevant academic research and scientific papers

Synthesis and properties of mono-, bis-, tris-, and tetrakis[1,1,4,4- tetracyano-2-(1-azulenyl)-1,3-butadien-3-yl] chromophores connected to a benzene ring by phenylethynyl- and 2-thienylethynyl spacers

Mono-bis-tris-, and tetrakis[(1-azulenylethynyl)phenylethynyl- and (1-azulenylethynyl)-2-thienylethynyl]benzenes have been prepared by Pd-catalyzed alkynylation of iodobenzene derivatives or 2-iodothiophene derivatives sub-stituted by 1-azulenylethynyl group with polyethynylbenzenes under Sonogashira-Hagihara cross-coupling conditions. These compounds reacted with tetracyanoethylene (TCNE) in a formal [2 + 2] cycloaddition-cycloreversion reaction to afford the corresponding 1,1,4,4-tetracyano-2-(5-isopropyl-3- methoxycarbonyl-1-azulenyl)-1,3-butadien-3-yl chromo-phores in excellent yields. The redox behavior of the novel azulene-substituted tetracyanobutadiene (TCBD) derivatives was examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV), which revealed their multistep electrochemical reduction properties. Moreover, a significant color change was observed by visible spectroscopy under the electrochemical reduction conditions.