Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance upgrade on Thursday 4th of May 2017 from 8.00am to 9.00am (BST).

During this time our websites will be offline temporarily. If you have any questions please use the feedback button on this page. We apologise for any inconvenience this might cause and thank you for your patience.



Benzothiazoles-substituted tetraphenylethylenes: synthesis, structure, aggregation-induced emission and biological studies

Author affiliations

Abstract

New tetraphenylethylene (TPE) bearing benzothiazoles at the ortho-position to OH and OCH3 groups, 1a and 1b, respectively, were prepared. Benzothiazole tetraphenylethylenes 1a/1b were synthesized by the acid-catalysed condensation reaction of an appropriate di-aldehyde, such as 5,5′-(2,2-diphenylethylene-1,1-diyl)bis(2-hydroxybenzaldehyde) 2a or 5,5′-(2,2-diphenylethylene-1,1-diyl)bis(2-methoxybenzaldehyde) 2b, with 2-aminothiophenol. Compound 1a exhibited an excited state intramolecular proton transfer (ESIPT) phenomenon. The photophysical properties of compounds 1a/1b in solution and aggregated form, along with their structure–property relationships, were comparatively investigated. The study showed that the substituent groups on TPE at the ortho position to benzothiazole have a great influence on the electronic structure, molecular packing, and aggregation-induced emission properties. Moreover, the cell viability studies by MTT assay and fluorescence cell imaging experiments proved the low-toxicity of 1a and that it can be used as a potential contrasting agent in cell imaging studies.

Graphical abstract: Benzothiazoles-substituted tetraphenylethylenes: synthesis, structure, aggregation-induced emission and biological studies

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 22 Dec 2016, accepted on 17 Jan 2017 and first published on 18 Jan 2017


Article type: Research Article
DOI: 10.1039/C6QM00374E
Citation: Mater. Chem. Front., 2017, Advance Article
  •   Request permissions

    Benzothiazoles-substituted tetraphenylethylenes: synthesis, structure, aggregation-induced emission and biological studies

    K. Keshav, M. K. Kumawat, R. Srivastava and M. Ravikanth, Mater. Chem. Front., 2017, Advance Article , DOI: 10.1039/C6QM00374E

Search articles by author