A one-step synthesis towards new ligands based on aryl-functionalised thiazolo[5,4-d]thiazole chromophores |
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Authors: | Richard C Knighton |
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Institution: | School of Chemistry, Main Building, Cardiff University, Park Place, Cardiff CF10 3AT, UK |
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Abstract: | A general synthesis of disubstituted thiazolo5,4-d]thiazoles was achieved by condensing two equivalents of an aryl aldehyde with dithiooxamide in nitrobenzene at 130 °C for 24 h. The method is tolerant to a range of aromatic aldehydes including derivatives of pyridine, quinoline, mono- and dihydroxybenzene. An X-ray crystal structure of 2,5-bis(2-hydroxy-3,5-di-tert-butylphenyl)thiazolo5,4-d]thiazole was obtained confirming the proposed formulation, together with supporting spectroscopic data that suggests that for the 2-hydroxyphenyl derivatives intramolecular hydrogen bonding exists in both solution and solid states. |
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