2-Aryl-3H-1,3-Benzazaphosphole Oxides: Synthesis, Optical Properties, and Excited State Intramolecular Proton Transfer.
Chemistry
; 30(33): e202400807, 2024 Jun 12.
Article
in En
| MEDLINE
| ID: mdl-38590165
ABSTRACT
Inclusion of a heteroatom to the phosphole ring is a promising strategy to intrinsically modulate the optical properties of phosphole derivatives. We report on a series of 2-aryl-3H-1,3-benzazaphosphole oxides that were efficiently prepared via sequential C-P cross-coupling, dehydrative [3+2] cycloaddition, and ring-oxidation reactions. The inclusion of one nitrogen atom into the benzophosphole framework caused red shifting of the absorption and emission maxima, reflecting the greater stabilization of the LUMO level. 2-(2-Hydroxyphenyl)benzazaphosphole oxide underwent excited state intramolecular proton transfer and emitted a weak fluorescence from the excited state of the N-H tautomer.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Chemistry
Journal subject:
QUIMICA
Year:
2024
Type:
Article
Affiliation country:
Japan