scholarly journals Design and Synthesis of a Novel Banana-Shaped Functional Molecule via Double Cross-Coupling

Molecules ◽  
2019 ◽  
Vol 24 (4) ◽  
pp. 698 ◽  
Author(s):  
Bingchuan Yang ◽  
Guodong Shen ◽  
Xianqiang Huang ◽  
Rutao Liu

A novel banana-shaped molecule using 2,8-Dimethyl-6H,12H-5,11-methanodibenzo [b,f] [1,5]diazocine (Tröger’s base) as bent-core was synthesized via double Carbon-Carbon cross-coupling reaction. The double Sonogashira cross-coupling reaction was optimized by using Pd(PPh3)2Cl2 as catalyst, CuI as cocatalyst and diisopropylamine as base in place of triethylamine. The structure of this compound was confirmed by 1H-NMR, 13C-NMR, Fourier transform infrared (FT-IR) spectroscopy and mass spectrometry.

2021 ◽  
Author(s):  
Rajneesh Misra ◽  
Yogjivan Rout

A series of multi acceptor based push-pull derivatives BTD2–BTD5 were designed and synthesized via Pd-catalyzed Sonogashira cross-coupling reaction followed by [2+2] cycloaddition–electrocyclic ring-opening reaction in which benzothiadiazole (BTD, A1), naphthalimide...


2020 ◽  
Vol 44 (5) ◽  
pp. 1254-1264
Author(s):  
Shaya AL-RAQA ◽  
İpek ÖMEROĞLU ◽  
Doğan ERBAHAR ◽  
Mahmut DURMUŞ

Phenyl-4,4-di(3,6-dibutoxyphthalonitrile) (3) was synthesized by the reaction of 1,4-phenylenebisboronic acid (1) and 4-bromo-3,6-dibutoxyphthalonitrile (2), using Suzuki cross-coupling reaction. The newly synthesized compound (3) was characterized by FT-IR, MALDI-MS, ESI-MS, 1H-NMR, 13C-NMR, and 13C-DEPT-135-NMR. The fluorescence property of phenyl-4,4-di(3,6- dibutoxyphthalonitrile) (3) towards various metal ions was investigated by fluorescence spectroscopy, and it was observed thatthe compound (3) displayed a significantly ‘turn-off’ response to Fe3+, which was referred to 1:2 complex formation between ligand (3) and Fe3+. The compound was also studied via density functional theory calculations revealing the interaction mechanism of the molecule with Fe3+ ions.


Molbank ◽  
10.3390/m1290 ◽  
2021 ◽  
Vol 2021 (4) ◽  
pp. M1290
Author(s):  
Timofey N. Chmovzh ◽  
Oleg A. Rakitin

N,N-Diarylthiophen-2-amine units are of great interest for the synthesis of optoelectronic devices. In this communication, N,N-bis (4’-(hexyloxy)-[1,1’-biphenyl]-4-yl)thiophen-2-amine was obtained by means of a Buchwald–Hartwig cross-coupling reaction of bis(4’-(hexyloxy)-[1,1’-biphenyl]-4-yl)amine and 2-bromothiophene in the presence of tris(dibenzylideneacetone)dipalladium(0), tri-tert-butyl phosphine and sodium tert-butanolate. The structure of newly synthesized compounds was established by means of elemental analysis, high-resolution mass spectrometry, 1H, 13C NMR, IR and UV spectroscopy and mass-spectrometry.


2011 ◽  
Vol 335-336 ◽  
pp. 359-362 ◽  
Author(s):  
Guan Jun Chang ◽  
Xuan Luo ◽  
Lin Zhang ◽  
Run Xiong Lin

Aromatic diamine and dibromide with sulfone group as the monomers, three kinds of sulfoned-poly(imino ketone)s (PIKSs) were synthesized via C-N cross-coupling reaction. Their structures were characterized by means of FT-IR and 1H NMR, and the results showed an agreement with the proposed structures. The condensed structures of PIKSs were tested by WXRD, and the WXRD measurement results showed that these polymers had amorphous constitution. Also their thermal properties were tested by DSC and TG, the results indicated they featured high Tg (Tg >200°C) and good thermal stability (T5%﹥440°C). In addition, the adoption of sulfone group increased PIK’s solubility in organic solvents, and PIKSs were soluble in most commonly used organic solvents.


RSC Advances ◽  
2015 ◽  
Vol 5 (87) ◽  
pp. 71046-71051 ◽  
Author(s):  
Rajneesh Misra ◽  
Ramesh Maragani ◽  
Biswarup Pathak ◽  
Prabhat Gautam ◽  
Shaikh M. Mobin

This manuscript reports design and synthesis of star shaped ferrocenyl substituted triphenylamine conjugates (Fc-TPA) 3a–3c by the Pd-catalyzed Sonogshira cross-coupling reaction.


1997 ◽  
Vol 488 ◽  
Author(s):  
Biwang Jiang ◽  
Szu-Wei Yang ◽  
Phuong T. Lam ◽  
Wayne E. Jones

AbstractNew linear conjugated porphyrin polymers were synthesized by a palladium-catalyzed cross-coupling reaction of [5,15-bis(ethynyl)-10,20-bis (mesityl)porphyrin]zinc and diiodobenzene derivatives. Enhanced solubility of the conjugated porphyrin polymers was achieved by attachment of long alkyl ether or dialkyl amide groups to the aryl moiety, resulting in unambiguous characterization by 1H NMRLR, GPC, UV-Vis and fluorescence spectroscopies. The introduction of alkyl ether (electron donor) or dialkyl amide (electron acceptor) results in significant modulation of the electronic properties of the conjugated porphyrin polymers due to strong electronic coupling. The spectroscopic and electronic characterization of these materials provides for comparison to earlier preparations of ethynyl bridged conjugated copolymers in which electronic coupling was substantially weaker.


Synlett ◽  
2009 ◽  
Vol 2009 (19) ◽  
pp. 3147-3150 ◽  
Author(s):  
Masaki Shimizu ◽  
Yosuke Tomioka ◽  
Ikuhiro Nagao ◽  
Tamejiro Hiyama

Molbank ◽  
10.3390/m1040 ◽  
2018 ◽  
Vol 2019 (1) ◽  
pp. M1040 ◽  
Author(s):  
Dhafer Zinad ◽  
Dunya AL-Duhaidahaw ◽  
Ahmed Al-Amiery

The compound 2′-chloro-4-(1-methyl-1H-imidazol-2-yl)-2,4′-bipyridine was obtained with a good yield by the reaction of 2-chloro-4-(1-methyl-1H-imidazol-2-yl)pyridine with (2-chloropyridin-4-yl)boronic acid and structurally characterized by nuclear magnetic resonance (1H-NMR and 13C-NMR), thin-layer chromatography–mass spectrometry (TLC–MS), HPLC, gas chromatography–mass spectrometry (GC–MS), and elemental analysis. The functionalization of the pyridine was achieved by the palladium-catalyzed Suzuki–Miyaura carbon–carbon cross-coupling reaction that afforded the target compound.


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