- Aggregation induced emission-emissive stannoles in the solid state
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The optoelectronic and structural properties of six stannoles are reported. All revealed extremely weak emission in solution at 295 K, but intensive fluorescence in the solid state with quantum yields (ΦF) of up to 11.1% in the crystal, and of up to 24.4% (ΦF) in the thin film.
- Lork, Enno,Ramirez Y Medina, Isabel-Maria,Rohdenburg, Markus,Staubitz, Anne
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p. 9775 - 9778
(2020/09/07)
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- Synthesis of Chiral Triazole-Based Halogen Bond Donors
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The number of applications that use halogen bonding in the fields of self-assembly, supramolecular aggregation, and catalysis is growing. However, the accessibility of chiral halotriazoles shows that there is still a lot more to explore. The simple click-chemistry is applied for the straightforward synthesis of enantiomerically pure mono- and bidentate as well as multifunctional iodotriazole-based XB donors. The methodology is characterized by a wide variability due to easy access of chiral azides.
- Kaasik, Mikk,Kaabel, Sandra,Kriis, Kadri,J?rving, Ivar,Kanger, T?nis
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supporting information
p. 2128 - 2135
(2019/05/10)
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- Pluripotent Features of Doubly Thiophene-Fused Benzodiphospholes as Organic Functional Materials
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Linear ladder-type π-conjugated molecules have attracted much interest because of their intriguing physicochemical properties. To modulate their electronic structures, an effective strategy is to incorporate main-group elements into ladder-type π-conjugated molecules. In line with this strategy, a variety of ladder-type π-conjugated molecules with main-group elements have been synthesized to explore their potential utility as organic functional materials. In this context, phosphole-based π-conjugated molecules are highly attractive, owing to their unique optical and electrochemical properties, which arise from the phosphorus atom. Herein, the synthesis and physicochemical properties of doubly thiophene-fused benzodiphospholes, as a new class of phosphole-based ladder-type π-conjugated molecule, are reported. Systematic investigations into the physicochemical properties of doubly thiophene-fused benzodiphospholes revealed their pluripotent features: intense near-infrared fluorescence, excellent two-photon absorption property, and remarkably high electron-transporting ability. This study demonstrates the potential utility of doubly thiophene-fused benzodiphospholes as organic functional materials for biological imaging, nonlinear optics, organic transistors, and organic photovoltaics.
- Higashino, Tomohiro,Ishida, Keiichi,Sakurai, Tsuneaki,Seki, Shu,Konishi, Tatsuki,Kamada, Kenji,Imahori, Hiroshi,Imahori, Hiroshi
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p. 6425 - 6438
(2019/04/26)
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- 1,2,3-TRIAZOLE DERIVATIVE AND INSECTICIDE AND ACARICIDE CONTAINING SAID DERIVATIVE AS ACTIVE INGREDIENT
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The present invention provides a 1,2,3-triazole derivative and an insecticide or acaricide containing the 1,2,3-triazole derivative as an active ingredient.
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- Electron-density distribution tuning for enhanced thermal stability of luminescent gold complexes
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Structure-property relationships of newly synthesized luminescent gold complexes were examined from the viewpoint of material applications. In particular, we investigated the effect of controlling the molecular electron-density distribution by introducing trifluoromethyl substituents into the complexes. The structures of the molecular aggregates were not affected by the trifluoromethyl substituents, as all the complexes formed antiparallel dimers in the crystal state. Moreover, we found that the trifluoromethyl substituents enhanced the thermal stability of the complexes without significantly changing the luminescence behaviour. Thus, while the thermal stability of these materials depends on the molecular structure, i.e. the molecular electron-density distribution, the luminescence behaviour mainly depends on the molecular aggregate structure. These results suggest that various material properties, e.g. luminescence colour and thermal stability, can be controlled independently by tuning the structures of molecules and molecular aggregates using trifluoromethyl substituents.
- Yamada, Shigeyuki,Yamaguchi, Shun,Tsutsumi, Osamu
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p. 7977 - 7984
(2017/08/17)
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- Syntheses and biological evaluation of 1,2,3-triazole and 1,3,4-oxadiazole derivatives of imatinib
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Three novel series of 1,2,3-triazole and 1,3,4-oxadiazole derivatives of imatinib were prepared and evaluated in vitro for their cytostatic effects against a human chronic myeloid leukemia (K562), acute myeloid leukemia (HL60), and human leukemia stem-like cell line (KG1a). The structure-activity relationship was analyzed by determining the inhibitory rate of each imatinib analog. Benzene and piperazine rings were necessary groups in these compounds for maintaining inhibitory activities against the K562 and HL60 cell lines. Introducing a trifluoromethyl group significantly enhanced the potency of the compounds against these two cell lines. Surprisingly, some compounds showed significant inhibitory activities against KG1a cells without inhibiting common leukemia cell lines (K562 and HL60). These findings suggest that these compounds are able to inhibit leukemia stem-like cells.
- Li, Yong-Tao,Wang, Jing-Han,Pan, Cheng-Wen,Meng, Fan-Fei,Chu, Xiao-Qian,Ding, Ya-Hui,Qu, Wen-Zheng,Li, Hui-Ying,Yang, Cheng,Zhang, Quan,Bai, Cui-Gai,Chen, Yue
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p. 1419 - 1427
(2016/02/19)
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- Anionic sigmatropic-electrocyclic-chugaev cascades: Accessing 12-aryl-5-(methylthiocarbonylthio)tetracenes and a related anthra[2,3-b]thiophene
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1,4-Diols resulting from the double addition of ArCCLi (Ar = Ph, substituted phenyl, 2-thienyl) to ortho-C6H4(CHO)2 undergo cascades to tetracenes on simple admixture of LiHDMS, CS2 and MeI. Acene formation proceeds by [3,3]-sigmatropic rearrangement of xanthate anions followed by 6π electrocyclisations. The reactions are terminated by E2 or anionic Chugaev-type eliminations. Structural packing motifs and electronic properties are reported for the tetracenes.
- Burroughs, Laurence,Ritchie, John,Ngwenya, Mkhethwa,Khan, Dilfaraz,Lewis, William,Woodward, Simon
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supporting information
p. 273 - 279
(2015/06/23)
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- Syntheses of highly unsaturated isocyanides via organometallic pathways
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The carbon carbon coupling reaction by nucleophilic attack of (CO) 5Cr(CN-CFCF2) 1 by lithium or Grignard compounds 2a-i yields the isocyanide complexes (CO)5Cr(CN-CFCF-R) 3a-i (a R = CHCH2, b R = CHCF2, c R = CCH, d R = CC-SiMe3, e R = CC-Ph, f R = CC-C6F4OMe, g R = CC-C 6H3(CF3)2, h R = C6F 5, i R = C6H3(CF3)2) as mixtures of E and Z isomers. The dinuclear complexes 5a-c are obtained from the reaction of 1 with the dilithio or dimagnesium compound 4a-c as the Z,Z-, E,Z- and E,E-isomers, respectively. (CO)5Cr(CN-CFCF-CC-CC-CFCF-NC)Cr(CO) 57 is obtained as a mixture of Z,Z-, Z,E- and E,E-isomers from (CO)5Cr(CN-CFCF-CC-H 3d by Eglington-Glaser coupling. (CO) 5Cr(CN-CFCF-CC-CFCF-NC)Cr(CO)56 and (CO) 5Cr(CN-CFCF-CC-CC-CFCF-NC)Cr(CO)57 react with octacarbonyldicobalt forming the cluster compounds Z,Z-[{η2- μ2-(CO)5Cr(CN-CFCF-CC-CFCF-NC)Cr(CO) 5}Co2(CO)6] Z,Z-8, E,Z-[{η2- μ2-(CO)5Cr(CN-CFCF-CC-CFCF-NC)Cr(CO) 5}Co2(CO)6] E,Z-8 and E,E-[{η2- μ2-(CO)5Cr(CN-CFCF-CC-CFCF-NC)Cr(CO) 5}Co2(CO)6] E,E-8 and Z,Z-[{η2- μ2-(CO)5Cr(CN-CFCF-CC-CC-CFCF-NC)Cr(CO) 5}{Co2(CO)6}2] Z,Z-9, E,Z-[{η2-μ2-(CO)5Cr(CN-CFCF-CC-CC-CFCF- NC)Cr(CO)5}{Co2(CO)6}2] E,Z-9 and E,E-[{η2-μ2-(CO)5Cr(CN-CFCF-CC-CC-CFCF- NC)Cr(CO)5}{Co2(CO)6}2] Z,Z-9, respectively. The crystal and molecular structures of E-3d, Z-3h, Z,Z-8, E,Z-8 and Z,Z-9 were elucidated by single-crystal X-ray crystallography.
- Mujkic, Monika,Lentz, Dieter
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experimental part
p. 839 - 849
(2012/03/07)
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- Fluorinated phenylethynyl-terminated imide oligomers with reduced melt viscosity and enhanced melt stability
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Two novel fluorinated phenyethynyl-contained endcapping agents, 4-(3-trifluoromethyl-1-phenylethynyl)phthalic anhydride (3F-PEPA) and 4-(3,5-bistrifluoromethyl-1-phenylethynyl)phthalic anhydride (6F-PEPA) were synthesized, which were employed to synthesiz
- Yang, Yang,Fan, Lin,Qu, Ximing,Ji, Mian,Yang, Shiyong
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experimental part
p. 138 - 148
(2011/09/12)
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- Terminal alkynes from aldehydes via dehydrohalogenation of (Z)-1-iodo-1-alkenes with TBAF
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Terminal alkynes were prepared in near quantitative yields via dehydrohalogenation of (Z)-1-iodo-1-alkenes with tetrabutylammonium fluoride (TBAF) under mild conditions. The methodology was expanded to include a one-pot, direct synthesis of terminal alkynes from aldehydes without the necessity of isolating and purifying the intermediate iodoalkene.
- Beshai, Mira,Dhudshia, Bhartesh,Mills, Ryan,Thadani, Avinash N.
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supporting information; experimental part
p. 6794 - 6796
(2009/04/07)
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- 1,3-Dipolar cycloaddition of alkynes to azides. Construction of operationally functional metal responsive fluorophores
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The copper catalyzed 1,3-dipolar cycloaddition of 4-butoxyphenylazide with 2-, 3- or 4-ethynylpyridine furnishes 1,4-diaryltriazoles, which display turn-on fluorescence upon addition of metal cations. The Royal Society of Chemistry.
- Schweinfurth, David,Hardcastle, Kenneth I.,Bunz, Uwe H. F.
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p. 2203 - 2205
(2008/12/23)
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- Preparation of Fluorine-Containing Phenylacetylenes by the Method of Introduction of the Ethynyl Group Using 1,1-Dichloro-2,2-difluroethene
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Phenylacetylenes (ArCCH) having fluoro- or trifluoromethyl substituents (o-, m-, p-F; o-, m-, p-CF3; 2,4-, 2,5-, 2,6-, 3,5-(CF3)2) have been prepared from bromobenzenes (ArBr) and benzenes (ArH) using 1,1,-dichloro-2,2-difluoroethene (1) by a two-step route: ArLi or ArMgBr->ArCF=CCl2->ArCCLi.Upon careful treatment at -70 deg C with 1, o-fluorophenyllithium gave o-FC6H4CF=CCl2 in good yield, together with benzyne-derived products, such as o-(o-FC6H4)C6H4CF=CCl2.Lithiation of m-bis(trifluoromethyl)benzene at 0 deg C for 9 h (24 h) followed by treatment with bromine gave 1-bromo-2,4-, 2,6-, and 3,5-bis(trifluoromethyl)benzene in 35 (38), 31 (36), and 8percent (6percent) yield, respectively.
- Kodaira, Kazuo,Okuhara, Kunio
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p. 1625 - 1632
(2007/10/02)
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