scholarly journals Synthesis and Optoelectronic Properties of Iptycene–Naphthazarin Dyes

Synlett ◽  
2018 ◽  
Vol 30 (01) ◽  
pp. 54-58 ◽  
Author(s):  
Timothy Swager ◽  
Cagatay Dengiz ◽  
You-Chi Wu

We report the synthesis and characterization of iptycene–naphthazarin dyes by using a sequential Diels–Alder approach. The tautomerization of naphthazarin was used as the key step in the synthesis, with structures confirmed by single-crystal X-ray and NMR analysis. The systematic trends in electronic properties were investigated by UV/Vis spectroscopy. BF2 complexes of the dyes were prepared by reaction with BF3·OEt2 in CH2Cl2.

Synlett ◽  
2017 ◽  
Vol 28 (12) ◽  
pp. 1427-1431 ◽  
Author(s):  
Timothy Swager ◽  
Cagatay Dengiz

We report the synthesis and characterization of three new classes of push–pull chromophores using [2+2]-cycloaddition reactions of electron-rich alkynes and electron-poor alkenes. Previous investigations have focused on the reactions of cyano-substituted electron acceptors. This study demonstrates that cyano-free electron acceptors, naphtho- and anthradiquinones, can also be used to access extended push–pull systems. The effects of the structural changes on the spectroscopic and electronic properties were investigated by UV/vis spectroscopy. Structures were confirmed by X-ray and NMR analysis in solution.


2018 ◽  
Vol 22 (09n10) ◽  
pp. 953-964 ◽  
Author(s):  
Haimang Wang ◽  
Xuehong Wei ◽  
Jianfeng Li

Four bis-imidazole iron(II/III) 5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato (TFPP) complexes, [Fe(TFPP)(1-MeIm)[Formula: see text]], [Fe(TFPP)(1-VinylIm)[Formula: see text]], [Fe(TFPP)(4-MeHIm)[Formula: see text]]Cl and [Fe(TFPP)(1-EtIm)[Formula: see text]]BF[Formula: see text] (1-MeIm [Formula: see text] 1-methylimidazole, 1-VinylIm [Formula: see text] 1-vinylimidazole, 4-MeHIm [Formula: see text] 4-methylimidazole and 1-EtIm [Formula: see text] 1-ethylimidazole) were synthesized and characterized by single-crystal X-ray and UV-vis spectroscopy. A negative correlation is found between the absolute imidazole orientation ([Formula: see text] and the Fe–N[Formula: see text] distance for the [Fe(II)(Porph)(Im)[Formula: see text]] (Im [Formula: see text] 1-MeIm or 4-MeHIm) complexes where the smaller [Formula: see text] angle corresponds to a longer axial distance. Hydrogen bonding, which might affect the orientations of the axial imidazoles is found for Fe(TFPP)(4-MeHIm)[Formula: see text]]Cl (A and B). The autoreduction of [Fe(III)(TFPP)]Cl to [Fe(II)(TFPP)(1-MeIm)[Formula: see text]] with 1-methylimidazole has been monitored by UV-vis spectroscopic titration.


2020 ◽  
Vol 10 ◽  
pp. 184798042096688
Author(s):  
Galo Cárdenas-Triviño ◽  
Sergio Triviño-Matus

Metal colloids in 2-mercaptoethanol using nanoparticles (NPs) of iron (Fe), cobalt (Co), and nickel (Ni) were prepared by chemical liquid deposition method. Transmission electron microscopy, electron diffraction, UV-VIS spectroscopy, and scanning electron microscopy with electron dispersive X-ray spectroscopy characterized the resulting colloidal dispersions. The NPs exhibited sizes with ranges from 9.8 nm for Fe, 3.7 nm for Co, and 7.2 nm for Ni. The electron diffraction shows the presence of the metals in its elemental state Fe (0), Co (0), and Ni (0) and also some compounds FeO (OH), CoCo2S4, and NiNi2S4.


Inorganics ◽  
2018 ◽  
Vol 6 (3) ◽  
pp. 97 ◽  
Author(s):  
Marie Gaschard ◽  
Farzaneh Nehzat ◽  
Thomas Cheminel ◽  
Bruno Therrien

The synthesis and characterization of three metalla-rectangles of the general formula [Ru4(η6-p-cymene)4(μ4-clip)2(μ2-Lanthr)2][CF3SO3]4 (Lanthr: 9,10-bis(3,3’-ethynylpyridyl) anthracene; clip = oxa: oxalato; dobq: 2,5-dioxido-1,4-benzoquinonato; donq: 5,8-dioxido-1,4-naphthoquinonato) are presented. The molecular structure of the metalla-rectangle [Ru4(η6-p-cymene)4(μ4-oxa)2(μ2-Lanthr)2]4+ has been confirmed by the single-crystal X-ray structure analysis of [Ru4(η6-p-cymene)4(μ4-oxa)2(μ2-Lanthr)2][CF3SO3]4 · 4 acetone (A2 · 4 acetone), thus showing the anthracene moieties to be available for reaction with oxygen. While the formation of the endoperoxide form of Lanthr was observed in solution upon white light irradiation, the same reaction does not occur when Lanthr is part of the metalla-assemblies.


2010 ◽  
Vol 6 ◽  
pp. 709-712 ◽  
Author(s):  
Julien Monot ◽  
Louis Fensterbank ◽  
Max Malacria ◽  
Emmanuel Lacôte ◽  
Steven J Geib ◽  
...  

In situ formation of two cyclic (alkyl) (amino) carbenes (CAACs) followed by addition of BF3•Et2O provided the first two examples of CAAC–BF3 complexes: 1-(2,6-diisopropylphenyl)-3,5,5-trimethyl-3-phenylpyrrolidin-2-ylidene trifluoroborane, and 2-(2,6-diisopropylphenyl)-3,3-dimethyl-2-azaspiro[4.5]decan-1-ylidene trifluoroborane. These CAAC–BF3 complexes are robust compounds that are stable to ambient laboratory conditions and silica gel chromatography. They were characterized by spectroscopy and X-ray crystallography. In contrast, a CAAC complex with borane (BH3) was readily formed in situ according to 1H and 11B NMR analysis, but did not survive the workup conditions. These results set the stage for further studies of the chemistry of CAAC boranes.


2002 ◽  
Vol 57 (6) ◽  
pp. 621-624 ◽  
Author(s):  
Wolfgang Fraenk ◽  
Heinrich Nöth ◽  
Thomas M. Klapötke ◽  
Max Suter

AbstractTetraphenylphosphonium tetraazidoborate, [P(C6H5)4][B(N3)4], was obtained from B(N3)3 - in situ prepared from BH3 · O(C2H5)2 and HN3 - and [P(C6H5)4][N3]. Recrystallization from an acetonitrile / hexane mixture yielded colorless crystals in 60% yield. The molecular structurewas determined by single crystal X-ray diffraction and the [B(N3)4]- anionwas shown to possess S4 symmetry.


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