Interplay of anion-pi(+) and pi(+)-pi(+) interactions in novel pyrido[2,1-a]isoquinolinium-based aiegens - substituent- and counterion-dependent fluorescence modulation and applications in live cell mitochondrial imaging

TitleInterplay of anion-pi(+) and pi(+)-pi(+) interactions in novel pyrido[2,1-a]isoquinolinium-based aiegens - substituent- and counterion-dependent fluorescence modulation and applications in live cell mitochondrial imaging
Publication TypeJournal Article
Year of Publication2022
AuthorsMule, RD, Roy, R, Mandal, K, Chopra, D, Dutta, T, Sancheti, SP, Shinde, PS, Banerjee, S, Koner, ALal, Bhowal, R, Senthilkumar, B, Patil, NT
JournalChemistry-A European Journal
Volume28
Issue38
Paginatione202200632
Date PublishedJUL
Type of ArticleArticle
ISSN0947-6539
Keywords1-a]isoquinolinium, AIEgens, anion-pi(+), crystal structure, mitochondrial imaging, pyrido[2
Abstract

Recently, the concept of anion-pi(+) 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-pi(+) interactions, pi(+)-pi(+) 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.

DOI10.1002/chem.202200632
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

5.020

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

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