138622-44-3Relevant academic research and scientific papers
Alteration of intramolecular electronic transitionviadeboronation of carbazole-basedo-carboranyl compound and intriguing ‘turn-on’ emissive variation
Hwang, Hyonseok,Kim, Mingi,Lee, Ji Hye,Lee, Kang Mun,Lee, Seok Ho,Lee, Wonchul,Mun, Min Sik
, p. 24057 - 24064 (2021)
The conversion ofcloso-o-carborane-containing compounds to thenido-o-speciesviadeboronation causes photophysical changes that could be used for sensing applications. 9-Methyl-9H-carbazole-basedcloso- (closo-Cz) andnido-o-carboranyl (nido-Cz) compounds were prepared and fully characterised by multinuclear NMR spectroscopy and elemental analysis, and the solid-state molecular structure ofcloso-Czwas analysed by X-ray crystallography. Although thecloso-compound exhibited an emissive pattern centred atλem=ca. 530 nm in the rigid state only (in THF at 77 K and as a film),nido-Czdemonstrated intense emission in the near-UV region (λem=ca. 380 nm) in both solution and film states at 298 K. The positive solvatochromic effect ofnido-Czand the results of theoretical calculations for both theo-carboranyl compounds supported that these emissive features originate from intramolecular charge transfer (ICT) corresponding to theo-carborane. Furthermore, the calculations verified that the electronic role of theo-carboranyl unit changed from acceptor to donor upon deboronation fromcloso-Cztonido-Cz. Investigations of the radiative decay mechanisms ofcloso-Czandnido-Czaccording to their quantum efficiencies (Φem) and decay lifetimes (τobs) suggested that the ICT-based radiative decays ofcloso-Czandnido-Czreadily occur in the film (solid) and solution state, respectively. These observations implied that the emission ofcloso-Czin the solution state could be drastically enhanced by deboronation tonido-Czupon exposure to an increasing concentration of fluoride anions. Indeed, turn-on emissive features in an aqueous solution were observed upon deboronation, strongly suggesting the potential ofcloso-Czas a turn-on and visually detectable chemodosimeter for fluoride ion sensing.
SYNTHESIS OF ACETYLENE DERIVATIVES OF 9-METHYLCARBAZOLE
Vasilevskii, S.F.,Nikitin, M.V.,Shvartsberg, M.S.
, p. 2306 - 2308 (2007/10/02)
A number of mono- and diacetylene derivatives of 9-methylcarbazole were synthesized.
