en
Doctoral thesis
Open access
English

Modular synthesis and applications of chiral Tunable Dyes and Fluorophores

Defense date2015-09-25
Abstract

The goal of this PhD was to explore the reactivity of a novel N-aminoacridinium salt. This derivative has been used for the preparation of pH-sensitive and fluorescent diaza [4]helicene dyes thanks to particularly facile N-N bond cleavage reactions. This compound has also been used as nitrogen source for the stereospecific aziridination and sulfoximination of unfunctionalized olefins and sulfoxides under metal-free oxidative conditions respectively. The corresponding NH aziridines and sulfoximines were then obtained using mild photoreductive conditions. Moreover, N-aminoacridinium salt was utilized for the preparation of the fisrt small fluorophore (pKa 5.3) which specifically stains for late endosome compartments (pH 4.8-6) and for the synthesis of chiral (helical) BODIPY and azobenzene derivatives.

eng
Keywords
  • PH-sensitive dyes
  • Cationic diazahelicenes
  • Triangulenes
  • Azobenzene
  • BODIPY
  • Aziridine
  • Sulfoximine
Research group
Citation (ISO format)
WALLABREGUE, Antoine. Modular synthesis and applications of chiral Tunable Dyes and Fluorophores. 2015. doi: 10.13097/archive-ouverte/unige:76158
Main files (1)
Thesis
accessLevelPublic
Identifiers
894views
403downloads

Technical informations

Creation10/13/2015 5:35:00 PM
First validation10/13/2015 5:35:00 PM
Update time03/14/2023 11:42:38 PM
Status update03/14/2023 11:42:37 PM
Last indexation01/29/2024 8:34:59 PM
All rights reserved by Archive ouverte UNIGE and the University of GenevaunigeBlack