Interplay of Anion-π + and π + -π + Interactions in Novel Pyrido[2,1-a]isoquinolinium-Based AIEgens - Substituent- and Counterion-Dependent Fluorescence Modulation and Applications in Live Cell Mitochondrial Imaging.
Ravindra D MuleRupam RoyKoushik MandalDeepak ChopraTanoy DuttaShashank P SanchetiPopat S ShindeSomsuvra BanerjeeApurba Lal KonerRohit BhowalBeeran SenthilkumarNitin T PatilPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2022)
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.