Synthesis of Rhodamines and Rosamines Using 3,6-Difluoroxanthone as a Common Intermediate
Document Type
Article
Publication Date
12-17-2021
Publication Title
Journal of Organic Chemistry
Volume
86
Issue
24
First page number:
17856
Last page number:
17865
Abstract
Rhodamines and structurally similar rosamines are some of the most highly utilized tools for molecular imaging experiments. We report a general and high-yielding route to produce 18 examples of rhodamines and rosamines, including tetramethylrhodamine, rhodamine B, and Janelia Fluor 549, from a single xanthone intermediate, 3,6-difluoroxanthone. Spectroscopic studies revealed trends in fluorophore efficiency based on substitution patterns at the 3′-, 6′-, and 9′-positions, providing insights to aid future designs of rhodamines/rosamines.
Disciplines
Chemical Engineering | Thermodynamics
Repository Citation
Arambula, C.,
Rodrigues, J.,
Koh, J.,
Woydziak, Z.
(2021).
Synthesis of Rhodamines and Rosamines Using 3,6-Difluoroxanthone as a Common Intermediate.
Journal of Organic Chemistry, 86(24),
17856-17865.
http://dx.doi.org/10.1021/acs.joc.1c02135