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Interplay of Anion‐π<sup><i>+</i></sup> and π<sup><i>+</i></sup>‐π<sup><i>+</i></sup> Interactions in Novel Pyrido[2,1‐<i>a</i>]isoquinolinium‐Based AIEgens ‐ Substituent‐ and Counterion‐Dependent Fluorescence Modulation and Applications in Live Cell Mitochondrial Imaging**

Ravindra D. Mule, Rupam Roy, Koushik Mandal, Deepak Chopra, Tanoy Dutta, Shashank P. Sancheti, Popat S. Shinde, Somsuvra Banerjee, Apurba Lal Koner, Rohit Bhowal, Beeran Senthilkumar, Nitin T. Patil

2022Chemistry - A European Journal19 citationsDOI

Abstract

Abstract Recently, the concept of anion‐π + interactions has witnessed unique applications in the field of AIEgen development. In this contribution, we disclose a consolidated study of a library of N‐doped ionic AIEgens accessed through silver‐mediated cyclization of pyridino‐alkynes. A thorough photophysical, computational and crystallographic study has been conducted to rationalize the observed substituent‐ and counterion‐dependent fluorescence properties of these luminogens. We further elucidate the prominent role of anion‐π + interactions, π + ‐π + interactions and other non‐covalent interactions, in inhibiting the undesired ACQ effect. Finally, we have also demonstrated the application of selected AIEgens for imaging of mitochondria in live cells.

Topics & Concepts

CounterionSubstituentIonChemistryIonic bondingFluorescenceCovalent bondCrystallographyStereochemistryPhysicsOrganic chemistryQuantum mechanicsLuminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionSupramolecular Chemistry and Complexes
Interplay of Anion‐π<sup><i>+</i></sup> and π<sup><i>+</i></sup>‐π<sup><i>+</i></sup> Interactions in Novel Pyrido[2,1‐<i>a</i>]isoquinolinium‐Based AIEgens ‐ Substituent‐ and Counterion‐Dependent Fluorescence Modulation and Applications in Live Cell Mitochondrial Imaging** | Litcius