β-Acrolein-Substituted Corroles: A Route to the Preparation of Functionalized Polyacrolein Microspheres for Chemical Sensor Applications
作者:Andrea Savoldelli、Gabriele Magna、Corrado Di Natale、Alexandro Catini、Sara Nardis、Frank R. Fronczek、Kevin M. Smith、Roberto Paolesse
DOI:10.1002/chem.201702380
日期:2017.10.20
An efficient β‐functionalization of [5,10,15‐tris‐(4‐methylphenyl)corrolato]cobalt derivatives through a Vilsmeier‐type reaction allows the introduction of an acrolein substituent, which is subsequently copolymerized with pure acrolein. The obtained hybrid microspheres are exploited as nanogravimetric chemical sensors. The sensing properties of the developed sensors are tested through exposure to different
Synthesis and Characterization of Free-Base, Copper, and Nickel Isocorroles
作者:Giuseppe Pomarico、Xiao Xiao、Sara Nardis、Roberto Paolesse、Frank R. Fronczek、Kevin M. Smith、Yuanyuan Fang、Zhongping Ou、Karl M. Kadish
DOI:10.1021/ic100730j
日期:2010.6.21
A series of free-base and metalated isocorroles represented as (TT-n-iso-Cor)H-2 and (TT-n-iso-Cor)M-II, where n=5 or 10 and M = Ni or Cu, were synthesized and characterized by electrochemistry and spectroelectrochemistry in CH2Cl2 containing 0.1 M tetra-n-butylammonium perchlorate. The metalation of the free-base macrocydes with Co-II, Mn-IIII, or Zn-II was also attempted but was unsuccessful. Six isocorroles were isolated and shown to undergo two stepwise oxidations to give pi-cation radicals and dications in CH2Cl2, with the most stable products being obtained in the case of the 10-substituted derivatives. The same isocorroles could also be reduced by one or two electrons, but the initial one-electron addition products are unstable and undergo a rapid chemical reaction giving a reduced corrole or corrole-like product, which could be reoxidized to the corresponding (TTCor)M at a controlled positive potential. This series of reactions effectively illustrates an isocorrole to corrole conversion upon reduction and reoxidation and was monitored by both electrochemistry and thin-layer spectroelectrochemistry.