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Air- and photo-stable luminescent carbodicarbene-azaboraacenium ions
Chun-Lin Deng ; Akachukwu D. Obi ; Bi Youan E. Tra , et al. Nat. Chem.,2024,16,437-445. DOI: 10.1038/s41557-023-01381-0 PubMed ID: 38052948
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Abstract: Substitution of a C=C bond by an isoelectronic B-N bond is a well-established strategy to alter the electronic structure and stability of acenes. BN-substituted acenes that possess narrow energy gaps have attractive optoelectronic properties. However, they are susceptible to air and/or light. Here we present the design, synthesis and molecular structures of fully π-conjugated cationic BN-doped acenes stabilized by carbodicarbene ligands. They are luminescent in the solution and solid states and show high air and moisture stability. Compared with their neutral BN-substituted counterparts as well as the parent all-carbon acenes, these species display improved quantum yields and small optical gaps. The electronic structures of the azabora-anthracene and azabora-tetracene cations resemble higher-order acenes while possessing high photo-oxidative resistance. Investigations using density functional theory suggest that the stability and photo-physics of these conjugated systems may be ascribed to their cationic nature and the electronic properties of the carbodicarbene.
Purchased from AmBeed: 143-66-8 ; 151515-23-0
CAS No. : | 143-66-8 | MDL No. : | MFCD00011494 |
Formula : | C24H20BNa | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | HFSRCEJMTLMDLI-UHFFFAOYSA-N |
M.W : | 342.22 | Pubchem ID : | 2723787 |
Synonyms : |
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Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P261-P301+P310-P305+P351+P338 | UN#: | 2811 |
Hazard Statements: | H301-H315-H319-H335 | Packing Group: | Ⅲ |
GHS Pictogram: |
[ 79060-88-1 ]
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