Cambridge Open Engage home
What is Cambridge Open Engage?
How to Submit
Browse
About
News [opens in a new tab]

Synthesis of thioxanthone 10,10-dioxides and sulfone-fluoresceins via Pd-catalyzed sulfonylative homocoupling

31 October 2023, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Our report describes the facile and scalable preparation of 9H-thioxanthen-9-one 10,10-dioxides via Pd-catalyzed sulfonylative homocoupling of the appropriately substituted benzophenones. This transformation provides a straightforward entry to previously unreported sulfone-fluoresceins and -fluorones. Several examples of these red-fluorescent dyes have been prepared, characterized and evaluated as live-cell permeant labels compatible with super-resolution fluorescence microscopy with 775 nm stimulated emission depletion.

Keywords

Pd catalysis
fluorescent dyes
fluorescence microscopy
STED
HaloTag
sulfones

Supplementary materials

Title
Description
Actions
Title
Supplementary information
Description
Additional experimental details, materials, methods, and char-acterization data for all new compounds, including Figures S1-S5 and Tables S1-S2; NMR spectra
Actions
Title
Supplementary video
Description
Supplementary Video S1: confocal time-lapse video of living U2OS cells stably expressing vimentin-HaloTag fusion protein labeled with the probe 7a-Halo
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.

Version History

Oct 31, 2023 Version 1

Metrics

317
177
1
Views
Downloads

License

CC logo
CC
BY logo
BY
The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2023-pr52z
D O I: 10.26434/chemrxiv-2023-pr52z [opens in a new tab]

Funding

Bundesministerium für Bildung und Forschung (German Federal Ministry of Education and Research)
13N14122

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

Share