scholarly journals Synthesis and Fluorescent Properties of Novel Isoquinoline Derivatives

Molecules ◽  
2019 ◽  
Vol 24 (22) ◽  
pp. 4070 ◽  
Author(s):  
Łukasz Balewski ◽  
Franciszek Sączewski ◽  
Maria Gdaniec ◽  
Anita Kornicka ◽  
Karolina Cicha ◽  
...  

Isoquinoline derivatives have attracted great interest for their wide biological and fluorescent properties. In the current study, we focused on the synthesis of a series of novel isoquinoline derivatives substituted at position 3 of the heteroaromatic ring. Compounds were obtained in a Goldberg–Ullmann-type coupling reaction with appropriate amides in the presence of copper(I) iodide, N,N-dimethylethylenediamine (DMEDA), and potassium carbonate. The structures of novel isoquinolines were confirmed by IR, NMR, and elemental analysis, as well as X-ray crystallography. In the course of our research work, the visible fluorescence of this class of compounds was observed. The above findings prompted us to investigate the optical properties of the selected compounds.

Crystals ◽  
2019 ◽  
Vol 9 (8) ◽  
pp. 408 ◽  
Author(s):  
Ruo-Yan Li ◽  
Xiao-Xin An ◽  
Juan-Li Wu ◽  
You-Peng Zhang ◽  
Wen-Kui Dong

An unexpected trinuclear Co(II) complex, [Co3(L2)2(μ-OAc)2(CH3OH)2]·2CH3OH (H2L2 = 4,4′-dibromo-2,2′-[ethylenedioxybis(nitrilomethylidyne)]diphenol) constructed from a half-Salamo-based ligand (HL1 = 2-[O-(1-ethyloxyamide)]oxime-4-bromophenol) and Co(OAc)2·4H2O, has been synthesized and characterized by elemental analyses, infrared spectra (IR), UV-Vis spectra, X-ray crystallography and Hirshfeld surface analysis. The Co(II) complex contains three Co(II) atoms, two completely deprotonated (L2)2− units, two bridged acetate molecules, two coordinated methanol molecules and two crystalline methanol molecules, and finally, a three-dimensional supramolecular structure with infinite extension was formed. Interestingly, during the formation of the Co(II) complex, the ligand changed from half-Salamo-like to a symmetrical single Salamo-like ligand due to the bonding interactions of the molecules. In addition, the antimicrobial activities of HL1 and its Co(II) complex were also investigated.


2020 ◽  
Vol 44 (11-12) ◽  
pp. 684-688
Author(s):  
Can Feng ◽  
Cheng-xin Liu ◽  
Yu-fang Wang ◽  
Jin Cui ◽  
Ming-jie Zhang

A new bis- N-heterocyclic carbene palladium complex, (C13H9N2F2)2PdCl2, is synthesized by a three-step reaction and characterized by 1H NMR and 13C NMR spectroscopy as well as by X-ray crystallography. This new bis- N-heterocyclic carbene palladium complex has excellent stability and is capable of efficiently catalyzing the Mizoroki–Heck coupling reaction of aryl halides with acrylates.


Crystals ◽  
2018 ◽  
Vol 8 (12) ◽  
pp. 467
Author(s):  
Qi Feng ◽  
Wenhui Huan ◽  
Jiali Wang ◽  
Jiadan Lu ◽  
Guowang Diao ◽  
...  

Two novel 1,3,5-trisubstituted pyrazoline derivatives—1-acetyl-3-(4-methoxyphenyl)-5-(6-methoxy-2-naphthyl)-pyrazoline (2a) and 1-(4-nitrophenyl)-3-(4-methoxyphenyl)-5-(6-methoxy-2-naphtyl)-pyrazoline (2b)—were synthesized and their structures were determined by single crystal X-ray crystallography. Both of the two crystals exhibit twisted structures due to the large dihedral angles between the pyrazolinyl ring and the aromatic ring at the 5-position (88.09° for 2a and 71.26° for 2b). The optical–physical properties of the two compounds were investigated. The fluorescent emission of 2b arises from the 1,3-disubstituted pyrazoline chromophores and exhibits a red shift in polar solvents and solid-state, which could be attributed to photo-induced intramolecular charge transfer (ICT) from N1 to C3 in the pyrazoline moiety and the intermolecular interactions within the crystal. The fluorescent emissions of 2a (λmax 358–364 nm) in solvents and solid-state both come from 6-methoxy-2-naphthyl chromophores, which are fairly insensitive to the solvent polarity.


2018 ◽  
Vol 42 (6) ◽  
pp. 313-316
Author(s):  
Ting Wang ◽  
Yang Yu ◽  
Xushun Qing ◽  
Chenlu Dai ◽  
Cunde Wang

A four-component reaction was investigated to prepare potassium arylmethylene-4-(1 H-pyrazol-5-ol)-4′-(1 H-pyrazol-5-olate) derivatives from dialkyl but-2-ynedioates, phenylhydrazine, substituted benzaldehydes and potassium carbonate without any catalyst or promoter. The structure of a typical product was confirmed by X-ray crystallography. The advantages of the present methodology are efficiency, broad scope, operational simplicity, high yields and mild reaction conditions.


2018 ◽  
Vol 73 (8) ◽  
pp. 583-587
Author(s):  
Mustafa M. El-Abadelah ◽  
Firas F. Awwadi ◽  
Hamdallah A. Hodali ◽  
Rasha S. Rawajfeh ◽  
Monther S. Zreid ◽  
...  

AbstractDichloro[3-(pyridin-2-yl)-1,2,4-triazinone]Pd(II) undergoes oxidative C–C coupling reaction with cyclopentanone and cyclohexanone at 110°C to yield the respective Pd complexes, chloro[1-(4-chlorophenyl)-5-(2-hydroxycyclopent-1-enyl)-3-(pyridin-2-yl)-1,2,4-triazin-6(1H)-one]palladium(II) (3) and chloro[1-(4-chlorophenyl)-5-(2-hydroxycyclohex-1-enyl)-3-(pyridin-2-yl)-1,2,4-triazin-6(1H)-one]palladium(II) (4). The structures of both complexes are supported by spectral data and confirmed by single-crystal X-ray crystallography. The molecules 3 and 4 stack to form tunnel structures, whilst the geometry around the palladium ion is square planar.


Synthesis ◽  
2021 ◽  
Author(s):  
Duy H. Hua ◽  
Bernard Wiredu ◽  
Mahendra Thapa ◽  
Sheen Y. Hua ◽  
John Desper

AbstractA new octaphenyl[4.4]triphenylparacyclophanediene was readily synthesized in six steps from p-xylene via the installment of bromine atoms, replacement with a vinyl group, carbonylative coupling, intermolecular followed by intramolecular double Grubbs olefin metathesis, Knoevenagel condensation, and Diels–Alder cycloaddition. The belt-shaped structure and trans-stereochemistry of the alkene moieties of the octaphenyl[4.4]triphenylparacyclophane and a synthetic intermediate, 2,21-dioxo-11,30-diene[3.4.3.4]paracyclophane, were determined by X-ray crystallography. The synthetic methodology leading to octaphenyl[4.4]triphenylparacyclophane is applicable for the synthesis of substituted triphenylparacyclophanes and possibly their corresponding bis-hexabenzocoronenylparacyclophanes via a Scholl–Mullen oxidative aryl-aryl coupling reaction.


2017 ◽  
Vol 2017 ◽  
pp. 1-9 ◽  
Author(s):  
M. L. Mota González ◽  
A. Carrillo Castillo ◽  
R. C. Ambrosio Lázaro ◽  
J. Flores Méndez ◽  
Mario Moreno ◽  
...  

We report the synthesis, characterization, and the thermotropic and photoluminescence properties of dialkoxyterphenyls with (T12-CN and T12-2CN) and without (T12) nitrile groups. These terphenyls were prepared through the Suzuki-Miyaura cross-coupling reaction using a palladium-based catalyst. The products obtained were analyzed as powders or after being drop-casted or spin-coated on glass. Nuclear Magnetic Resonance (1H NMR) and Fourier Transform Infrared (FTIR) spectroscopy techniques confirmed the structure and purity of the synthesized terphenyls. The mesomorphic behavior was studied by differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X-ray diffraction (XRD). T12 developed various mesophases, whereas T12-CN and T12-2CN displayed one single mesophase of low order over a wide temperature range. The films topology was studied by AFM and the optical properties were determined by ultraviolet-visible (UV-Vis) spectroscopy and spectrofluorometry. Higher roughness was found for the films prepared with the asymmetric terphenyl (T12-CN). The photoluminescence (PL) spectrum obtained for the asymmetric terphenyl (T12-CN) exhibited the expected characteristics with an emission band centered at 381 nm and an overtone around 760 nm.


Author(s):  
Piangkwan Jansukra ◽  
Worawat Wattanathana ◽  
Tanwawan Duangthongyou ◽  
Suttipong Wannapaiboon ◽  
Apisit Songsasean ◽  
...  

2017 ◽  
Vol 41 (11) ◽  
pp. 653-656
Author(s):  
Lizhong Wang ◽  
Ting Wang ◽  
Chenlu Dai ◽  
Yang Li ◽  
Cunde Wang

An efficient Ni-catalysed coupling reaction between arylboronic acids and 17-trifluoromethanesulfonyl- 3β-acetoxyandrosta-5,16-diene which was obtained by the sulfonylation of 3β-acetoxylandrost-5-ene-17-one was developed to afford 17-aryl- 3β-acetoxy-androsta-5,16-dienes in moderate to good yields (52–85%). The structure of the 3,4-dimethoxyaryl product was confirmed by X-ray crystallography.


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