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Project

Synthesis and characterization of highly functionalized red-shifted fluorescent 1,3a,6a-triazapentalenes

1,3a,6a-Triazapentalenes are compact fluorophores exhibiting various interesting properties. However, these triazapentalenes absorb in the UV to blue region and possess a rather low extinction coefficient. These problems might be solved by introducing suitable substituents onto the fluorophore core. Currently, only two synthetic pathways to fluorescent triazapentalenes are known. Unfortunately, both protocols have a limited substrate scope and require a heavy metal catalyst. The toxicity of the used metal makes these strategies not ideal for biological applications. To be able to effectively synthesize red-shifted triazapentalene dyes with a larger extinction coefficient new synthetic pathways towards these fluorophores are needed. The goal of this project is to use our groups expertise in the synthesis of 1,2,3-triazoles to develop new, versatile methods to synthesize a diverse library of substituted triazapentalenes. Furthermore, the spectroscopic properties of the compounds in this library will be investigated in order to determine the effect of different kinds of substituents on the different positions of the triazapentalene core Normal 0 21 false false false NL-BE X-NONE X-NONE /* Style Definitions */ table.MsoNormalTable {mso-style-name:Standaardtabel; mso-tstyle-rowband-size:0; mso-tstyle-colband-size:0; mso-style-noshow:yes; mso-style-priority:99; mso-style-parent:""; mso-padding-alt:0cm 5.4pt 0cm 5.4pt; mso-para-margin-top:12.0pt; mso-para-margin-right:0cm; mso-para-margin-bottom:0cm; mso-para-margin-left:0cm; mso-para-margin-bottom:.0001pt; mso-pagination:widow-orphan; font-size:10.0pt; font-family:"Arial",sans-serif; mso-bidi-font-family:"Times New Roman"; mso-bidi-theme-font:minor-bidi; mso-ansi-language:EN-US; mso-fareast-language:EN-US;}
Date:16 Feb 2016 →  15 Feb 2017
Keywords:functionalization, fluorophore, 1, 2, 3-triazole, triazapentalene
Disciplines:Macromolecular and materials chemistry