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Frontiers of Chemical Science and Engineering >> 2022, Volume 16, Issue 1 doi: 10.1007/s11705-021-2080-8

Near-infrared benzodiazoles as small molecule environmentally-sensitive fluorophores

Received: 23 Feb 202 Revised: 04 Jun 202 Accepted: 27 Dec 202 Available online: 2022-01-15

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Abstract

The development of fluorophores emitting in the near-infrared spectral window has gained increased attention given their suitable features for biological imaging. In this work, we have optimised a general and straightforward synthetic approach to prepare a small library of near-infrared-emitting C-bridged nitrobenzodiazoles using commercial precursors. C-bridged benzodiazoles have low molecular weight and neutral character as important features that are not common in most near-infrared dyes. We have investigated their fluorescence response in the presence of a wide array of 60 different biomolecules and identified compound 3i as a potential chemosensor to discriminate between Fe2+ and Fe3+ ions in aqueous media.

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