Synthesis of 21,23-Selenium- and Tellurium-Substituted 5-Porphomethenes, 5,10-Porphodimethenes, 5,15-Porphodimethenes, and Porphotrimethenes and Their Interactions with Mercury

Autor: Prashant Chauhan, Shive M. S. Chauhan, Soumee Bhattacharya, Kumar Karitkey Yadav, Sohail Ahmad
Rok vydání: 2015
Předmět:
Zdroj: The Journal of Organic Chemistry. 80:3880-3890
ISSN: 1520-6904
0022-3263
DOI: 10.1021/acs.joc.5b00007
Popis: The 3+1 condensation of symmetrical 16-Selena/telluratripyrranes with symmetrical selenophene-2,5-diols/tellurophene-2,5-diols in the presence of BF3-etheratre or BF3-methanol followed by oxidation with DDQ gave 5,10-porphodimethenes, whereas the process with unsymmetrical selenophene-2,5-diols/tellurophene-2,5-diols gave 5-porphomethenes. In addition, the reaction of unsymmetrical 16-Selena/telluratripyrranes with symmetrical selenophene-2,5-diols/tellurophene-2,5-diols gave the corresponding porphotrimethenes, whereas the process with unsymmetrical selenophene-2,5-diols/tellurophene-2,5-diols gave the 5,15-porphodimethenes. The structures of different products were characterized by IR, (1)H and (13)C NMR, (1)H-(1)H COSY, CHN analysis, and mass spectrometry. The binding of mercury with the calix[4]phyrins mentioned above had been observed in the decreasing order of porphodimethenesporphomethenesporphotrimethenes by UV-vis and (1)H NMR spectroscopy.
Databáze: OpenAIRE