Producción Científica Profesorado

Synthesis and photophysical properties of highly fluorescent 2-aryl-6-(aryleneethynylene)-1H-indoles



Alvarez Hernandez, Alejandro

2016

Mariana Flores-Jarillo, Alejandro Alvarez-Hernandez, Rosa Ángeles Vazquez-García, Eduardo Arias , Ivana Moggio, José Román Torres. Synthesis and photophysical properties of highly fluorescent 2-aryl-6-(aryleneethynylene)-1H-indoles. Dyes and Pigments2016, 133, 41?50http://dx.doi.org/10.1016/j.dyepig.2016.05.017


Abstract


Nine novel 2-aryl-6-(aryleneethynylene)-1H-indoles were prepared by one pot Sonogashira cross-coupling in DMSO and fluoride promoted cyclization followed by N-alkylation. The photophysical properties of these compounds are described. Absorption and excitation spectra of these compounds were independent of the solvent polarity, while their emission spectra showed a pronounced dependence. Fluorescence quantum yields in solution were very high and decreased with solvent polarity; possible processes that account for excessive values of ? are discussed. Cyclic voltammetry studies indicate irreversible redox processes and DFT calculations suggest they occur in the indole segment.



Producto de Investigación




Artículos relacionados

Addition reaction of benzylbenzylidenenamine to lithium enolates of1,3-dioxolan-4-one: synthesis of ...

Et3B, an Efficient Mediator for Xanthate Transfer Based Radical Processes

O-benzyl-N-(2-furoyl)thiocarbamate

The Structural Chemistry of N-Monolithium Borazines

A practical access to acyl radicals from acyl hydrazides

An efficient potassium cyanide-promoted synthesis of 2-arylbenzoxazoles from [4.3.0]boron heterobicy...

A flexible access to highly functionalised boronates

Diastereoselective Synthesis of Spiro-?-lactams via Staudinger Reaction

Bis(acetylsalicylato-j2O,O00)diaquacadmium(II)

An efficient potassium cyanide-promoted synthesis of 2-arylbenzoxazoles from [4.3.0]boron heterobicy...