Synthesis of 5,10,15,20-meso-unsubstituted and 5,10,15,20-meso-substituted-21,23-ditellura/diselena core-modified porphyrinogens: oxidation and detection of mercury(ii)

Autor: Shive M. S. Chauhan, Kumar Karitkey Yadav, Sohail Ahmad, Sarangthem Joychandra Singh
Rok vydání: 2014
Předmět:
Zdroj: RSC Adv.. 4:3171-3180
ISSN: 2046-2069
DOI: 10.1039/c3ra46491a
Popis: Tellurium and selenium incorporated 5,10,15,20-meso-unsubstituted-21,23-ditellura/diselena core-modified porphyrinogens (N2Te2 and N2Se2), 5,10,15,20-meso-unsubstituted-21-tellura/selena core-modified porphyrinogens (N3Te and N3Se) and fully substituted meso-carbons porphyrinogens (N2Te2, N2Se2 and higher analogs) are synthesized by 3 + 1 condensation of tellurophene/selenophene dipyrranes and their corresponding diols in the presence of BF3–etharate or BF3–methanol. The meso-unsubstituted and substituted porphyrinogens were oxidized with chloranil/0.1% aqueous FeCl3 in CHCl3 at room temperature to obtain the corresponding porphines and porphyrins which are further reduced to corresponding chlorin and bacteriochlorin, whereas the fully meso-substituted porphyrinogens were found to be good ligands for Hg2+. The structures of the products were characterized by IR, 1H, 13C, 125Te, 77Se NMR, CHN analysis, mass spectrometry and single-crystal XRD.
Databáze: OpenAIRE