Solid-State Emissive Pillar[6]arene Derivative Having Alternate Methylene and Nitrogen Bridges.
Chem Asian J
; 19(9): e202400106, 2024 May 02.
Article
in En
| MEDLINE
| ID: mdl-38380963
ABSTRACT
Macrocyclic arenes show conformational adaptability, which allows host-guest complexations with the size-matched guest molecules. However, their emission properties are often poor in the solid states due to the self-absorption. Herein, we newly synthesized pillar[6]arene derivatives having alternate methylene and nitrogen bridging structures. Solvatochromic study reveals that the nitrogen-embedding into the cyclic structures can strengthen the intramolecular charge transfer (CT) nature compared to that of the linear nitrogen-bridged precursor. Owing to the large Stokes shift in the solid state, one of the nitrogen-embedded pillar[6]arenes shows high absolute photoluminescence quantum yield (ΦPL=0.36). Furthermore, it displays a turn-off sensing ability toward nitrobenzene (NB) vapor; a fluorescence quenching is observed when exposed to the NB vapor. From the structural analysis before and after the exposure of NB vapor, the amorphous nitrogen-embedded pillar[6]arene efficiently co-crystallize with NB and formed non-emissive intermolecular CT complexes with NB.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Chem Asian J
/
Chem. - Asian j. (Internet)
/
Chemistry - an Asian journal (Internet)
Year:
2024
Document type:
Article
Affiliation country:
Japón
Country of publication:
Alemania