"Synthesis of Rhodamines and Rosamines Using 3,6-Difluoroxanthone as a " by Carlos Arambula, Joseph Rodrigues et al.
 

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

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