Colombo, Gioele; Ardizzoia, G. Attilio; Furrer, Julien; Therrien, Bruno; Brenna, Stefano (2021). Driving the Emission Towards Blue by Controlling the HOMO‐LUMO Energy Gap in BF2‐functionalized 2‐(imidazo[1,5‐a]pyridin‐3‐yl)phenols. Chemistry - a European journal, 27(48), pp. 12380-12387. Wiley-VCH 10.1002/chem.202101520
|
Text
chem.202101520.pdf - Accepted Version Available under License Publisher holds Copyright. Download (1MB) | Preview |
Several boron compounds with 2-(imidazo[1,5- a ]pyridin-3-yl)phenols, differentiated by the nature of the substituent (R) in the para position of the hydroxy group, have been synthesized and thoroughly characterized both in solution ( 1 H, 13 C, 11 B, 19 F NMR) and in the solid state (X-ray). All derivatives displayed attractive photophysical properties like very high Stokes shift, high fluorescence quantum yields and a good photostability in solution. Time-Dependent Density Functional Theory (TD-DFT) calculations allowed to define the main electronic transitions as intra ligand transitions ( 1 ILT), which was corroborated by the Natural Transition Orbitals (NTOs) shapes. The homo-lumo energy gap was correlated to the electronic properties of the substituent R on the phenolic ring, as quantified by its σ p Hammett constant.
Item Type: |
Journal Article (Original Article) |
|---|---|
Division/Institute: |
08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP) |
UniBE Contributor: |
Furrer, Julien |
Subjects: |
500 Science > 540 Chemistry |
ISSN: |
0947-6539 |
Publisher: |
Wiley-VCH |
Language: |
English |
Submitter: |
Julien Henri Lucien Furrer |
Date Deposited: |
25 Jun 2021 13:44 |
Last Modified: |
05 Dec 2022 15:51 |
Publisher DOI: |
10.1002/chem.202101520 |
PubMed ID: |
34160858 |
BORIS DOI: |
10.48350/157142 |
URI: |
https://boris.unibe.ch/id/eprint/157142 |
Actions (login required)
 |
Edit item |