Borylated Arylamine-Benzothiadiazole Donor-Acceptor Materials as Low LUMO, Low Band-Gap Chromophores
- Resource Type
- Authors
- Iñigo J. Vitorica-Yrezabal; Daniel L. Crossley; Rosanne Goh; Jessica Cid; Michael J. Ingleson; Michael L. Turner
- Source
- Crossley, D, Goh, R, Cid, J, Vitorica-Yrezabal, I, Turner, M & Ingleson, M 2017, ' Borylated Arylamine-Benzothiadiazole Donor-Acceptor Materials as Low LUMO, Low Band-Gap Chromophores ', Organometallics, vol. 36, no. 14 . https://doi.org/10.1021/acs.organomet.7b00188
- Subject
- Photoluminescence
010405 organic chemistry
Band gap
Organic Chemistry
chemistry.chemical_element
Chromophore
010402 general chemistry
Photochemistry
01 natural sciences
Borylation
0104 chemical sciences
Inorganic Chemistry
Absorbance
Transmetalation
chemistry
Physical and Theoretical Chemistry
Boron
HOMO/LUMO
- Language
- English
Fused and ladder type benzothiadiazole-arylamine donor-acceptor C,N-chelated boron complexes were synthesized through direct electrophilic C-H borylation. The frontier molecular orbital energy levels of the borylated materials then could be modulated through variation of the exocyclic boron substituents by transmetallation with different diarylzinc reagents. The borylated materials possessed low band-gaps and low LUMO energy levels with a number of examples also showing significant absorbance > 700 nm; however, low photoluminescence quantum yields were found for all these borylated compounds.