- Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions
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Solvent-free protocols for palladium-catalyzed stannylation of aryl halides, Stille cross-coupling, and one-pot, two-step stannylation/Stille cross-coupling (SSC) are reported for the first time. (Het)aryl halides bearing acceptor, donor, as well as sterically demanding substituents are stannylated and/or coupled in high yields. The reactions are catalyzed by conventional palladium(II) acetate/PCy3 [Pd(OAc)2/PCy3] under air, using available base CsF, and without the use of high purity reagents. The developed synthetic procedures are versatile, robust, and easily scalable. The absence of solvent, and the elimination of isolation procedures of aryl stannanes makes the SSC protocol simple, step economical, and highly efficient for the synthesis of biaryls in a one-pot two-step procedure.
- Gribanov, Pavel S.,Golenko, Yulia D.,Topchiy, Maxim A.,Minaeva, Lidiya I.,Asachenko, Andrey F.,Nechaev, Mikhail S.
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p. 120 - 125
(2018/01/17)
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- Water-dispersible nanospheres of hydrogen-bonded supramolecular polymers and their application for mimicking light-harvesting systems
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Water-dispersible nanospheres of hydrogen-bonded supramolecular polymers have been prepared for the first time by using the miniemulsion method. Nanospheres containing chromophores with high fluorescence quantum yields were fabricated to mimic the natural
- Peng, Hui-Qing,Xu, Jiang-Fei,Chen, Yu-Zhe,Wu, Li-Zhu,Tung, Chen-Ho,Yang, Qing-Zheng
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supporting information
p. 1334 - 1337
(2014/01/23)
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- New thermally stable piezofluorochromic aggregation-induced emission compounds
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New piezofluorochromic compounds with high thermal stabilities and aggregation-induced emission behavior were developed. The spectroscopic properties and morphological structures of these compounds were reversed upon pressing (or grinding)/annealing (or fuming). The switchable color change feature and aggregation-induced emission make the compounds promising candidates for optical recording, pressure-sensing, and light-emitting systems.
- Li, Haiyin,Zhang, Xiqi,Chi, Zhenguo,Xu, Bingjia,Zhou, Wei,Liu, Siwei,Zhang, Yi,Xu, Jiarui
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supporting information; experimental part
p. 556 - 559
(2011/04/23)
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- Remote substituent effects on the photooxygenation of 9,10- diarylanthracenes: Strong evidence for polar intermediates
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Two different reaction pathways in the photooxygenation of 9,10-diarylanthracenes are identified, with strong evidence for polar (forward, singlet oxygen addition) and radical (backward, thermolysis) intermediates. The Royal Society of Chemistry.
- Fudickar, Werner,Linker, Torsten
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p. 1771 - 1773
(2008/12/22)
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- The first soluble conjugated poly(2,6-anthrylene): Synthesis and properties
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The first soluble conjugated poly(2,6-anthrylene) with 9,10-diphenyl- anthracene as the repeating unit is reported; photophysical studies reveal that this polymer represents a novel well-conjugated system. The Royal Society of Chemistry.
- Cui, Weibin,Wu, Yubo,Tian, Hongkun,Geng, Yanhou,Wang, Fosong
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p. 1017 - 1019
(2008/09/21)
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- Synthesis of symmetrical and unsymmetrical 9,10-diarylanthracene derivatives via bis-Suzuki-Miyaura cross-coupling reaction
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Synthesis of various 9,10-diarylanthracene derivatives via bis-Suzuki-Miyaura cross-coupling reaction as a key step is described. Availability of the 9,10-dithienylanthracenes derivatives where the thiophene unit is present in the molecule (e. g. 11, 12, 14) may provide an easy access to novel polymer and/or dendrimer preparation. In addition, we have synthesized unsymmetrical 9,10-diarylanthracene derivatives 20-25 by the Suzuki-Miyaura cross-coupling reaction, which are difficult to prepare by other transition metal-catalyzed cross-coupling reactions.
- Kotha, Sambasivarao,Ghosh, Arun Kumar,Deodhar, Kodand Dinkar
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p. 549 - 557
(2007/10/03)
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- Synthesis of 9,10-diarylanthracene derivatives via bis Suzuki-Miyaura crosscoupling reaction
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A convenient and one-step synthesis of 9,10-diarylanthracenes is described via a bis Suzuki-Miyaura (SM) cross-coupling reaction. In this regard, 9,10-dibromoanthracene was reacted with various aryl boronic acids in presence of palladium(O) catalyst to give 9,10-diarylanthracenes in good yield.
- Kotha, Sambasivarao,Ghosh, Arun Kumar
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p. 451 - 452
(2007/10/03)
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- Remote substituent effects on the reactivity of 9-aryl- and 9,10-diarylanthracene radical cations with anions and amines
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Radical cations of 9-aryl- and 9,10-diarylanthracenes with substituents on the 4 position of the aryl rings (PA-X?+ and DPA-X?+, respectively) have been generated by photoionization in acetonitrile. Their reactivity with n-butylamine (n-BuNH2) and 1,4-diazabicyclo[2.2.2]octane (DABCO) and a number of anions (CH3CO2-, Br-, CN-, N3-) has been studied using nanosecond laser flash photolysis. Reactions proceed by electron transfer and/or nucleophilic addition. Using PA-X and DPA-X as chemical probes, simple criteria are established that allow one mechanistic pathway to be distinguished from another. When electron transfer is thermodynamically feasible, this pathway dominates (e.g., DABCO and azide). For endothermic electron transfer, addition is not necessarily the preferred ultimate reaction pathway and an inner sphere process (addition/ homolysis) can compete. In these cases other, criteria including steric factors and the strength of the incipient bond become important. Simple kinetic criteria and an approach to estimate the thermochemistry of the addition process are developed. It is clear from these studies that reactivity trends in the radical cation chemistry cannot be generalized as easily as those in carbocation chemistry. This has some implications concerning the development and utility of "clock" reactions in radical cation chemistry.
- Workentin, Mark S.,Parker, Vernon D.,Morkin, Tracy L.,Wayner, Danial D. M.
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p. 6503 - 6512
(2007/10/03)
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