The development of novel luminescent radicals, characterized by their unique doublet emission, endows a significant challenge. In this study, we reported the synthesis of a luminescent neutral radical, BCzAnM-R, tailored by two carbazolyl groups and an anthryl group to achieve a nonalternant structure. It exhibited near-infrared emission with a peak at 1020 nm in toluene. Interestingly, its corresponding cation, BCzAnM-C, was synthesized through an unconventional SnCl-mediated reduction-aromatization-oxidation reaction in one-pot and gram-scale. The cation demonstrated remarkable stability for up to weeks in ambient conditions and facilitated the silica-gel chromatography isolation as an organic salt with SnCl as the counter ion. The carbazolyl groups effectively modulate molecular structures, photophysical properties, and stabilities. Notably, BCzAnM-R represents the first luminescent triarylmethyl radical with two carbazolyl groups directly attached to the central carbon.
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http://dx.doi.org/10.1002/anie.202414406 | DOI Listing |
Nanomicro Lett
January 2025
The Quzhou Affiliated Hospital of Wenzhou Medical University, Quzhou People's Hospital, Quzhou, 324000, People's Republic of China.
Organic additives with multiple functional groups have shown great promise in improving the performance and stability of perovskite solar cells. The functional groups can passivate undercoordinated ions to reduce nonradiative recombination losses. However, how these groups synergistically affect the enhancement beyond passivation is still unclear.
View Article and Find Full Text PDFChemistry
December 2024
Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, 464-8603, Japan.
The scalable synthesis of figure-eight π-systems is challenging for the conventional bottom-up approach. We have recently reported that the oxidative inner-bond cleavage of commercially available dibenzo[g,p]chrysene efficiently furnishes a figure-eight π-acceptor, cyclobisbiphenylenecarbonyl (CBBC), in large quantity. Furthermore, its donor-acceptor-type derivative with four N-carbazolyl substituents at the meta-positions of the carbonyl groups exhibited thermally activated delayed fluorescence (TADF) and circularly polarized luminescence (CPL) with a high |g| value of 1.
View Article and Find Full Text PDFInorg Chem
November 2024
State Key Laboratory of Supramolecular Structure and Materials, Institute of Theoretical Chemistry, College of Chemistry, Jilin University, Changchun 130021, P.R. China.
A carbazolyl-based fluorescent metal-organic framework with deep-blue light emission and a high quantum yield (88%) has been screened out by changing the ratio of mixed ligands, named Cz-MOF-2, which was constructed by ZrO(OH) clusters, 3-(9-ethyl-9-carbazol-3-yl)-4-methylthieno[2,3-]thiophene-2,5-dicarboxylate (HECMTDC) and 3,4-dimethyl-dihydrothieno[2,3-]thiophene-2,5-dicarboxylate (HDMTDC). Cz-MOF-2 has excellent sensitivity in fluorescent sensing of 2,6-dichloro-4-nitroaniline (DCN), nitrofurazone (NZF), and nitrofurantoin (NFT) with detection limits of 3.37 × 10, 1.
View Article and Find Full Text PDFDalton Trans
December 2024
Department of Chemistry, Xiamen University, Xiamen 361005, P. R. China.
How to obtain heteroleptic mononuclear Cu(I) halide complexes with high quantum efficiency and short decay lifetime remains a challenge. Here, seven mononuclear four-coordinate Cu(I) halide complexes [CuX(DCzDP)(PPh)] (DCzDP = 1,2-bis(9-carbazolyl)-4,5-bis(diphenylphosphino)benzene, X = Br (1), Cl (2)), [CuX(DCzDP)(CzP)] (CzP = 9-methyl-3-(diphenylphosphino)carbazole, X = I (3), Br (4), Cl (5)) and [CuX(DCzDP)(DCzP)] (DCzP = bis(9-methyl-3-carbazolyl)phenylphosphine, X = I (6), Br (7)), were synthesized and their structures and photophysical properties were characterized. At room temperature, complexes 1-7 in the powder state emit a yellowish green to yellow green delayed fluorescence ( = 531-560 nm, = 0.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
School of Science, Harbin Institute of Technology, Shenzhen, Shenzhen, Guangdong, 518055, China.
The development of novel luminescent radicals, characterized by their unique doublet emission, endows a significant challenge. In this study, we reported the synthesis of a luminescent neutral radical, BCzAnM-R, tailored by two carbazolyl groups and an anthryl group to achieve a nonalternant structure. It exhibited near-infrared emission with a peak at 1020 nm in toluene.
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