Amino-Terephthalonitrile-Based Single Benzene Fluorophores with Large Stokes Shifts and Solvatochromic Behavior.

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ID: 277114
2023
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Abstract
We have synthesized a small library of blue-to-green emissive single benzene-based fluorophores (SBFs) in a short synthetic sequence. The molecules exhibit good Stokes shift in the range of 60-110 nm and select examples also possess very high fluorescence quantum yields of up to 87%. Theoretical investigations into the ground state and excited state geometries of many of these compounds reveal that good degree of planarization between the electron donor secondary amines and electron accepting benzodinitrile units can be achieved under certain solvatochromic conditions, giving rise to the strongly fluorescent behavior. On the other hand, the excited state geometry which lacks co-planarity of the donor amine and the single benzene moiety can open up a non-fluorescent channel. Additionally, in molecules with a dinitrobenzene acceptor, the perpendicular nitro moieties render the molecules completely non-emissive.
Reference Key
raghava2023aminoterephthalonitrilebasedchemistry Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Raghava, Tanya;Chattopadhyay, Anjan;Bhavana, Purushothaman;Banerjee, Subhadeep;
Journal Chemistry, an Asian journal
Year 2023
DOI
10.1002/asia.202201314
URL
Keywords
solvatochromism tddft amino-terephthalonitrile push-pull compounds single benzene fluorophores

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