Electrochemical Recognition of Aromatic Species with Ferrocenylated 1,3,5-Triazine- or 1,3,5-Triphenylbenzene-Containing Highly Organized Molecules.

ChemPlusChem
Aleksandra I KosińskaArtur Kasprzak

Abstract

Two ferrocenylated organized molecules comprising 1,3,5-triphenylbenzene (Fc-1) or 2,4,6-triphenyl-1,3,5-triazine skeletons (Fc-2) were used for the first time as receptor layers for the electrochemical recognition of polycyclic aromatic hydrocarbons. While our group recently reported the synthesis of Fc-1, herein the facile synthesis of its 2,4,6-triphenyl-1,3,5-triazine-containing structural analog (Fc-2) is presented. Although the synthesis of Fc-2 was found to be challenging, we achieved a very high yield (89 %) under mild conditions using an acid-catalyzed imine-bond formation reaction in 1,4-dioxane:toluene solvent system. Title compounds were comprehensively characterized with various analytical techniques, including spectroscopic (NMR, FT-IR, FT-Raman spectroscopy) methods, high-resolution mass spectrometry (HRMS), microscopic (SEM) and electrochemical (CV) analyses. Fc-1 and Fc-2 were also used for the construction of the first-of-a-kind recognition layers (electrochemical sensors) dedicated to the recognition of polycyclic aromatic hydrocarbons. Fully constructed innovative sensors enabled the efficient recognition of analytes since the limit of detection (LOD) values were not higher than 2.9 μM. Comparative studies b...Continue Reading

References

Dec 20, 2002·Angewandte Chemie·Stuart J RowanJ Fraser Stoddart
Dec 8, 2011·Journal of the American Chemical Society·Takashi MuraseMakoto Fujita
Jun 12, 2013·Chemical Society Reviews·Yinghua JinWei Zhang
Oct 17, 2014·Chemical Society Reviews·Nazir AhmadFrancis Verpoort
Mar 27, 2015·Chemical Communications : Chem Comm·V CrouéM Sallé
Apr 22, 2015·Chemical Reviews·Casey J BrownKenneth N Raymond
Jan 7, 2016·Chemical Communications : Chem Comm·Synøve Ø Scottwell, James D Crowley
Jun 24, 2017·Chemical Communications : Chem Comm·Synøve Ø ScottwellJames D Crowley
Mar 15, 2018·Journal of the American Chemical Society·Li-Xuan CaiQing-Fu Sun
Mar 30, 2018·The Journal of Organic Chemistry·Nianqiang JiangJiaobing Wang
Jun 20, 2018·Chemistry : a European Journal·György SzalókiMarc Sallé
Jun 13, 2019·Chemical Communications : Chem Comm·Roan A S VasdevJames D Crowley
Aug 17, 2019·Journal of the American Chemical Society·Hajar SepehrpourPeter J Stang
Oct 1, 2017·ChemPlusChem·Dhananjayan KaleeswaranRamaswamy Murugavel
Apr 10, 2020·Chemical Communications : Chem Comm·Tom KundeBernd M Schmidt
May 27, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Artur Kasprzak, Piotr A Guńka
Sep 8, 2020·Journal of the American Chemical Society·Qiang ZhuAndrew I Cooper
Nov 26, 2020·Chemical Reviews·Edmundo G PercásteguiJonathan R Nitschke
Jan 31, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Artur KasprzakAnna M Nowicka
Jun 15, 2021·Chemical Science·Alex J PlajerJonathan R Nitschke

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