Carbazole-BODIPY conjugates: Design, synthesis, structure and properties
A set of carbazole substituted BODIPYs 2a-2c were designed and synthesized by the Pd-catalysed Sonogashira cross-coupling reaction. The effects of variation in the donor strength of various carbazoles were investigated by photophysical, electrochemical and computational studies. The electronic absorption spectra of BODIPYs 2a and 2c show charge transfer bands, which show red shift in polar solvents. The BODIPYs 2a-2c are highly fluorescent in nonpolar solvents (emission from the localized state) and poorly fluorescent in polar solvents (emission from the charge transfer state). The photophysical and electrochemical studies reveal strong donor-acceptor interaction between carbazole and BODIPY and follows the order 2a > 2c > 2b. The computational calculations show good agreement with the experimental results. The single crystal structures of BODIPYs 2a-2c are reported, which exhibit interesting supramolecular interactions. The packing diagrams of 2a show a zigzag 3D structural arrangement, whereas 2b and 2c show complex 3D structural motifs. This journal is the Partner Organisations 2014.
Misra, Rajneesh,Jadhav, Thaksen,Dhokale, Bhausaheb,Gautam, Prabhat,Sharma, Rekha,Maragani, Ramesh,Mobin, Shaikh M.
High-efficiency organic light-emitting diodes of phosphorescent PtAg2 heterotrinuclear acetylide complexes supported by triphosphine
Three PtAg2 heterotrinuclear complexes supported by dpmp [dpmp = bis(diphenylphosphinomethyl)phenylphosphine] were prepared using carbazole-functionalized acetylides with hole-transport character as co-ligands. As established by X-ray crystallography, the PtAg2 array supported by dual dpmp exhibits a centre-symmetric linear arrangement with significant Pt-Ag interaction. They display intense phosphorescence in CH2Cl2 solutions (Φem = 56.9-65.3%) and doping films (Φem = 43.1-71.2%) at room temperature, originating primarily from 3[π(aromatic acetylides) → π*(dpmp)] 3LLCT and 3[π(aromatic acetylides) → s/p(PtAg2)] 3LMCT triplet states mixed with some PtAg2 cluster centred 3[d → s/p] character. Upon doping 8% PtAg2 complexes with blended host materials consisting of hole-transport TCTA and electron-transport OXD-7 as light-emitting layers, high-efficiency solution-processed organic light-emitting diodes were achieved with 67.4 cd A?1 peak current efficiency and 17.4% external quantum efficiency.
Electrochemically modified Corey-Fuchs reaction for the synthesis of arylalkynes. the case of 2-(2,2-dibromovinyl)naphthalene
The electrochemical reduction of 2-(2,2-dibromovinyl)naphthalene in a DMF solution (Pt cathode) yields selectively 2-ethynylnaphthalene or 2-(bromoethynyl)naphthalene in high yields, depending on the electrolysis conditions. In particular, by simply changing the working potential and the supporting electrolyte, the reaction can be directed towards the synthesis of the terminal alkyne (Et4NBF4) or the bromoalkyne (NaClO4). This study allowed to establish that 2-(bromoethynyl)naphthalene can be converted into 2-ethynylnaphthalene by cathodic reduction.
Pandolfi, Fabiana,Chiarotto, Isabella,Feroci, Marta
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(2018/04/30)
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