1483-98-3Relevant academic research and scientific papers
Luminescent organic 1D nanomaterials based on Bis(β-diketone)carbazole derivatives
Liu, Xingliang,Xu, Defang,Lu, Ran,Li, Bin,Qian, Chong,Xue, Pengchong,Zhang, Xiaofei,Zhou, Huipeng
, p. 1660 - 1669 (2011)
A series of new triphenylamine-functionalized bis(β-diketone)s bridged by a carbazole (CnBDKC, n=1, 4, 8, 16) with twisted intramolecular charge-transfer emission in polar solvents has been synthesized. The length of the carbon chains has a significant effect on the self-assembling properties of the compounds. Well-defined 1D nanowires were easily generated from C1BDKC with a methyl group by a reprecipitation approach directed by π-stacking interaction, and the molecules packed into J-aggregates in the nanowires. In addition, 1D nanofibers based on C16BDKC bearing a long hexadecyl chain were prepared through the organogelation process, and H-aggregates were formed driven by the synergistic effect of π-stacking interaction and van der Waals force in the gel phase. C4BDKC and C8BDKC containing butyl and octyl side chains, respectively, cannot arrange into dispersed nanostructures, probably because π-π interaction between conjugated moieties might be disturbed by the interaction between the side chains, which is, however, not strong enough to dominate the self-assembling process. Notably, the nanowires based on C1BDKC and the gel nanofibers from C16BDKC can emit strong green light under irradiation, which suggests that these 1D nanomaterials may have potential applications in emitting materials as well as photonic devices. Given the green light: Well-defined 1D nanowires and nanofibers have been fabricated by reprecipitation and organogelation from triphenylamine-functionalized bis(β-diketone)s bridged by carbazole with alkyl chains of different length (CnBDKC, n=1, 16, respectively; see picture). The nanostructures give strong green fluorescent emission.
Design and synthesis of aryl-functionalized carbazole-based porous coordination cages
Rowland, Casey A.,Lorzing, Gregory R.,Bhattacharjee, Rameswar,Caratzoulas, Stavros,Yap, Glenn P. A.,Bloch, Eric D.
, p. 9352 - 9355 (2020/10/02)
A subset of coordination cages have garnered considerable recent attention for their potential permanent porosity in the solid state. Herein, we report a series of functionalized carbazole-based cages of the structure type M12(R-cdc)12 (M = Cr, Cu, Mo) where the functional groups include a range of aromatic substituents. Single-crystal X-ray structure determinations reveal a variety of intercage interactions in these materials, largely governed by pi-pi stacking. Density functional theory for a subset of these cages was used to confirm that the nature of the increased stability of aryl-functionalized cages is a result of inter-cage ligand interactions. This journal is
Fluorinated tetraketone derivatives of N-substituted carbazoles and their Eu(III) complexes for fluorescence immunoassay
Pugachov, Dmitriy E.,Kostryukova, Tatiana S.,Zatonsky, Georgy V.,Vatsadze, Sergey Z.,Vasil’ev, Nikolai V.
, p. 528 - 534 (2018/07/05)
[Figure not available: see fulltext.] New fluorinated tetraketone derivatives of N-substituted carbazoles were synthesized and tested as ligands for fluorescence immunoassay. The spectral properties of the obtained heterocyclic tetraketones and their Eu(III) complexes were studied. The complexes showed longwave absorption at 360–380 nm, high extinction coefficient values, long lifetime of excited states, and intense luminescence, allowing to consider the use of such lanthanide complexes in immunofluorescence analysis.
Synthesis of macrocyclic systems derived from di-(2-indolyl)heteroarenes
Sengul, Ibrahim F.,Wood, Kasey,Kumar, Naresh,Black, David Stc.
, p. 9050 - 9055 (2012/11/07)
A number of new 3,6-di-(2-indolyl)-dibenzofuran and carbazole derivatives have been prepared from dibenzofuran and carbazole linkers via the Fischer indole synthesis. The bis-indoles were successfully formylated at C3 and the resulting dicarbaldehydes wer
Easy Synthesis of Functionalized Hetero[7]helicenes
Dreher, Spencer D.,Weix, Daniel J.,Katz, Thomas J.
, p. 3671 - 3678 (2007/10/03)
Hetero[7]helicenebisquinones can be synthesized easily on a multigram scale by combining the silyl enol ethers of 3,6-diacetyldibenzofuran, 3,6-diacetyldibenzothiophene, and 3,6-diacetylcarbazole with p-benzoquinone. They can be resolved into their enantiomers by a procedure that had previously been used to resolve carbohelicenebisquinones. Their absolute configurations are assigned.
Studies of the Generation of Excited Singlet Products in the Oxidation of the -CO-CH- Containing Molecules. The Chemiluminescence of Acylcarbazoles
Kamiya, Isao,Sugimoto, Takashi
, p. 25 - 30 (2007/10/02)
Direct chemiluminescence emissions have been found from the air oxidation of 3-acyl-9-methyl- (1), 3,6-diacyl-9-methyl- (2), and 9-acylcarbazoles (3) due to the generation of an excited singlet state of monocarboxylate ions (from 1 and 2) and the carbazole anion (from 3).The relative intensities vs. the reaction time for the luminescent reaction of 3-isobutyryl-9-methylcarbazole could be interpreted by a reaction scheme involving consecutive reactions.Using this reaction scheme, the values of the decomposition rate of intermediates at 30, 40, and 50 deg C were determined to be 0.19, 0.42, and 0.98 min-1 respectively, which were comparable to the values reported for the decomposition rates of isolated dioxetanes giving excited singlet products.
