Article ID Journal Published Year Pages File Type
1409127 Journal of Molecular Structure 2012 11 Pages PDF
Abstract

Methylation of unsymmetrical trimethylbenzotristhiazole with various reagents has been studied in details. The structure of obtained 2,3,5,8-tetramethylbisthiazolo[4,5-e;5,4-g]-1,3-benzothiazolium iodide has been proved by X-ray analysis in accord with the quantum-chemical calculations at DFT-B3LYP level. The electron-withdrawing tetramethylbenzotristhiazolium building block was submitted to Knoevenagel reaction with aromatic aldehydes containing an electron-releasing group. This led to a series of condensation products with push–pull structure. Relations between structure, linear (UV–Vis and fluorescence spectra) and nonlinear optical properties (calculated frontier orbital energy gap, BLA index, hyperpolarizabilities β and γ) have been investigated.

► Various methylations of unsymmetrical trimethylbenzotristhiazole were studied. ► The structure of the obtained monomethylated salt was proved by X-ray analysis. ► The X-ray analysis was in accord with the quantum-chemical calculations (DFT-B3LYP). ► A series of condensation products with push–pull structure was prepared. ► Relations between structure, linear and nonlinear optical properties were examined.

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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