Dye labeled aromatic azides for multi-photon grafting

Katharina Gallas, Dominik Wohlmuth, Zhiquan Li, Aliasghar Ajami, Aleksandr Ovsianikov, Robert Liska, Christian Slugovc*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of two dye-labeled azides via de-symmetrization of 2,6-bis(4-azidobenzylidene)-4-methylcyclohexanone (BAC-M) with a copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) using fluorescent dyes is reported. An alkyne functionalized dansyl derivative and an alkyne functionalized perylene diimide derivative were used as the dyes. The photo-physical properties of these dye dyads are described, and their performance in multi-photon grafting onto polyethylene glycol-based hydrogels is investigated. While the dansyl-conjugated BAC derivate is well suited for multi-photon grafting with lasers operating at 800 nm, the perylene diimide-bearing dye does not give the desired result. Graphical abstract: [Figure not available: see fulltext.]

Original languageEnglish
JournalMonatshefte für Chemie - Chemical Monthly
Early online date13 Dec 2022
DOIs
Publication statusE-pub ahead of print - 13 Dec 2022

Keywords

  • Alkyne-azide cycloaddition
  • Aromatic azides
  • Multi-photon absorption
  • Photo-grafting

ASJC Scopus subject areas

  • Chemistry(all)

Fields of Expertise

  • Advanced Materials Science

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