Unknown

Dataset Information

0

A Concise Route to Water-Soluble 2,6-Disubstituted BODIPY-Carbohydrate Fluorophores by Direct Ferrier-Type C-Glycosylation.

ABSTRACT: Novel, linker-free, BODIPY-carbohydrate derivatives containing sugar residues at positions C2 and C6 are efficiently obtained by, hitherto unreported, Ferrier-type C-glycosylation of 8-aryl-1,3,5,7-tetramethyl BODIPYs with commercially available tri-O-acetyl-d-glucal followed by saponification. This transformation, which involves the electrophilic aromatic substitution (SEAr) of the dipyrrin framework with an allylic oxocarbenium ion, provides easy access to BODIPY-carbohydrate hybrids with excellent photophysical properties and a weaker tendency to aggregate in concentrated water solutions.

SUBMITTER: Gomez AM 

PROVIDER: S-EPMC8279486 | biostudies-literature |

REPOSITORIES: biostudies-literature

Json Xml

Similar Datasets

Unknown Widely Electronically Tunable 2,6-Disubstituted Dithieno[1,4]thiazines-Electron-Rich Fluorophores Up to Intense NIR Emission.
| S-EPMC7589349 | biostudies-literature
Unknown A concise asymmetric synthesis of cis-2,6-disubstituted N-aryl piperazines via Pd-catalyzed carboamination reactions.
| S-EPMC2730114 | biostudies-literature
Unknown BODIPY Fluorophores for Membrane Potential Imaging.
| S-EPMC7285656 | biostudies-literature
Unknown Bioimaging with Macromolecular Probes Incorporating Multiple BODIPY Fluorophores.
| S-EPMC5906127 | biostudies-literature
Unknown High Affinity Neutral Bodipy Fluorophores for Mitochondrial Tracking.
| S-EPMC6047038 | biostudies-literature
Unknown Synthesis of 2,6-disubstituted tetrahydroazulene derivatives.
| S-EPMC3388855 | biostudies-literature
Unknown Sterically Congested 2,6-Disubstituted Anilines from Direct C-N Bond Formation at an Iodine(III) Center.
| S-EPMC5113687 | biostudies-literature
Unknown A concise route to virginiamycin M2.
| S-EPMC7405890 | biostudies-literature
Unknown Varied Length Stokes Shift BODIPY-Based Fluorophores for Multicolor Microscopy.
| S-EPMC5854673 | biostudies-literature
Unknown Bulky 2,6-disubstituted aryl siloxanes and a disilanamine.
| S-EPMC7057366 | biostudies-literature