104500-00-7Relevant articles and documents
Photophysical properties of bis(2,2'-bithiophene-5-yl)benzenes
Tadatake, Sato,Hori, Kiyotaka,Fujitsuka, Mamoru,Watanabe, Akira,Ito, Osamu,et al.
, p. 2355 - 2360 (1998)
The synthesis of three kinds ofbis(2,2'-bithiophene-5-yl)benzenes (1,2-, 1,3- and l,4-bis(2,2'-bithiophene-5-yl)benzene; o-PhBT2, m-PhBT2 and p-PhBT2) and analyses of their photophysical properties are reported.The electronic structures were also studied
PHOTOTOXICITY OF NATURALLY OCCURRING AND SYNTHETIC THIOPHENE AND ACETYLENE ANALOGUES TO MOSQUITO LARVAE
Arnason, J. T.,Philogene, B. J. R.,Berg, C.,Maceachern, A.,Kaminski, J.,et al.
, p. 1609 - 1612 (1986)
Naturally occuring andd synthetic analogues and derivatives of polyacetylenes and thiophenes of the Asteraceae were investigated for their phototoxic effects on mosquito larvae.Iodination, dimethylation in the 3',4'-position or substitution of the middle
Synthesis of Stable [28π] m-Benzihexaphyrins (1.0.0.1.1.1)
Kumar, Sunit,Ravikanth, Mangalampalli
, p. 12359 - 12365 (2017)
Four new expanded [28π] m-benziporphyrins (1.0.0.1.1.1) were synthesized by [3+3] condensation of 10,10′-bis[(p-toly)hydroxymethyl]-1,3-bis(2-thienyl)benzenediol with various 16-tripyrranes such as 16-thiatripyrrane, 16-oxatripyrrane, 16-azatripyrrane, and 16-selenatripyrrane under mild trifluoroacetic acid-catalyzed reaction conditions. The macrocycles are freely soluble in common organic solvents, and their identities were confirmed by HRMS and detailed 1D and 2D NMR spectroscopy. The macrocycles showed one sharp Soret-type band at ～500 nm and broad ill-defined Q-type band(s) in the region 600-950 nm, which supports their nonaromatic nature. Upon protonation, the macrocycles exhibited bathochromically shifted absorption bands with a distinct change in the color of the solutions. The preliminary studies carried out with one of the macrocycles indicated that the macrocycles have a weak tendency to form coordination complexes.
New Electrochromic Polymers
Mitsuhara, Toshio,Kaeriyama, Kyoji,Tanaka, Susumu
, p. 764 - 765 (1987)
Poly-1,3-bis(2-thienyl)benzene and poly-4,4'-bis(2-thienyl)biphenyl films have been prepared which show green colors in doped states; thus the three primary colours, blue, green, and red, may be produced using polythiophene and its derivatives.
Superelectrophilic-initiated C-H functionalization at the β-position of thiophenes: A one-pot synthesis of trans-stereospecific saddle-shaped cyclic compounds
Wei, Ying,Zheng, Xiangping,Lin, Dongqing,Yuan, Haoxuan,Yin, Zhipeng,Yang, Lei,Yu, Yang,Wang, Shasha,Xie, Ling-Hai,Huang, Wei
, p. 10701 - 10709 (2019/09/09)
Superelectrophilic-initiated direct C-H functionalization of thiophenes at the β-position was developed. A series of trans-stereospecific [2,1-a]-IF-thiophene-fused cyclic compounds (4) with saddle-shaped structure were prepared in 17-30% yields through a
Palladium-catalyzed synthesis of diarylbenzenes from coupling reactions between equal amount of diiodoarenes and arylboronic acids
Mao, Jincheng,Li, Ran,He, Yue,Yang, Xiaojiang,Wang, Dingli,Zhang, Yang
, p. 663 - 669 (2016/07/26)
We reported a highly effective Pd-catalytic system for the synthesis of diarylbenzenes through Suzuki-type reaction between equal amount of diiodoarenes and arylboronic acids. This preferential oxidative addition resulted in such high selectivity.
POLYCYCLIC COMPOUNDS AND METHODS OF MAKING AND USING THE SAME
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Page/Page column 177, (2014/07/07)
The present disclosure provides compounds, or pharmaceutically acceptable salts thereof, for inhibiting the growth of a microbe; treating a mammal having a microbial infection, malaria, mucositis, an ophthalmic infection, an otic infection, a cancer, or a Mycobacterium infection; killing or inhibiting the growth of a Plasmodium species; inhibiting the growth of a Mycobacterium species; modulating an immune response in a mammal; or antagonizing unfractionated heparin, low molecular weight heparin, or a heparin/low molecular weight heparin derivative.
Copper-catalyzed decarboxylation of aromatic carboxylic acids: En route to milder reaction conditions
Cahiez, Gerard,Moyeux, Alban,Gager, Olivier,Poizat, Mael
supporting information, p. 790 - 796 (2013/04/10)
The copper-catalyzed decarboxylation of carboxylic aromatic acids has been advantageously achieved by using aliphatic amines like tetramethylethylenediamine (TMEDA) or hexamethylenetetraamine (HMTA) as ligands instead of the aromatic heterocyclic amines (quinoline, phenanthroline) used until now. The improvement is significant since the reaction can be performed at a lower temperature (ca. 50 °C less) and the reaction time is clearly shorter (15 min instead of 12 to 24 h). Copyright
[Pd(Cl)2(P(NC5H10)(C6H 11)2)2] - A highly effective and extremely versatile palladium-based negishi catalyst that efficiently and reliably operates at low catalyst loadings
Bolliger, Jeanne L.,Frech, Christian M.
experimental part, p. 11072 - 11081 (2010/11/16)
[Pd(Cl)2(P(NC5H10)-(C6H 11)2]2] (1) has been prepared in quantitative yield by reacting commercially available [Pd(cod)(Cl)2] (cod = cyclooctadiene) with readily prepared 1-(dicyclohexylphosphanyl)piperidine in toluene under N2 within a few minutes at room temperature. Complex 1 has proved to be an excellent Negishi catalyst, capable of quantitatively coupling a wide variety of electronically activated, non-activated, deactivated, sterically hindered, heterocyclic, and functionalized aryl bromides with various (also heterocyclic) arylzinc reagents, typically within a few minutes at 100°C in the presence of just 0.01 mol% of catalyst. Aryl bromides containing nitro, nitrile, ether, ester, hydroxy, carbonyl, and carboxyl groups, as well as acetais, lactones, amides, anilines, alkenes, carboxylic acids, acetic acids, and pyridines and pyrimidines, have been successfully used as coupling partners. Furthermore, electronic and steric variations are tolerated in both reaction partners. Experimental observations strongly indicate that a molecular mechanism is operative.
Meta-substituted thienyl benzenes: A comparative Synthetic, structural and computational study
Cornacchio, Angelica L. P.,Price, Jacquelyn T.,Jennings, Michael C.,McDonald, Robert,Staroverov, Viktor N.,Jones, Nathan D.
experimental part, p. 530 - 544 (2009/06/28)
A selection of metal-catalyzed C-C bond-forming strategies has been evaluated in the synthesis of a series of meta-substituted thienylbenzenes, (Tn)2C6H4 and (Tn) 3C6H3 (n = 1, 2; T1 = 2-thienyl; T2 = 2, 2′-bithien-5-yl). Kumada coupling reactions catalyzed by PdCl2(dppf) between the appropriate thienyl Grignard and either 1, 3- or 1, 3, 5-bromo- or iodobenzenes were found to be the most reliable in terms of convenience, selectivity and yield (dppf = 1, 1′- bis(diphenylphosphino)ferrocene). These conditions also allowed the optimized syntheses of mixed (thienyl)(halo)benzenes, (Tn)C6H 3X2 and (Tn)2C6H 3X(X = Br, I); the latter bromides could be further elaborated in subsequent Stille, Sonogashira, or Kumada reactions to furnish bis(thienyl) compounds bearing electron-donating or -withdrawing groups in the third meta position, (Tn)2C6H3R (R= Ph, p-MeOC6H4, p-FC6H4; n = 1, 2) and (T1)2C6H3R′ (R′ = Me, C=CPh, Fc; Fc = ferrocenyl). The relative effects of R, R′, and n were evaluated by electronic spectroscopy, cyclic voltammetry and calculation. The absorption and emission characteristics and calculated ionization potentials and HOMO-LUMO gaps of these compounds were strongly dependent on n and largely insensitive to R/R′. These measured and calculated properties were also found to be largely invariant with respect to the degree of substitution about the central ring in the meta-substituted benzenes (Tn) mX3-mC6H3 (m = 1-3; n = 1, 2; X = Br, H), although in the case of n = 1, there was a smooth, albeit small, increase in the emission maximum with increasing thienyl substitution. These findings essentially confirmed earlier theoretical predictions that the thienyl "arms" of meta-substituted phenyl-cored dendrimers were predominantly responsible for absorption and that excitons were localized to the "arms" without any electronic coupling between them, but also introduced the caveat that there was a minimum of two contiguous thiophene rings required for strict exciton localization to the arms. The oxidation potentials of the compounds in solution ranged from 0.9 to 1.6 V and were not rationally dependent on the degree of substitution or the nature of R/R′.
