• Title/Summary/Keyword: Alkyne

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E-beam Irradiated Fragmentation of Thio-Alkyne Cobaltcarbonyl Complex in Gas Phase as Alkyne Precursor

  • Lee, Young Bae;Hwang, Kwang-Jin
    • Rapid Communication in Photoscience
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    • v.5 no.2
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    • pp.16-17
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    • 2016
  • Arylalkyne cobalt complexes 5, 6 were prepared and irradiated with e-beam to study their fragmentation focused in alkyne formation. Thioaryl complex 6 showed facile CO ligand release and generated parent alkyne in 89% relative intensity. Meanwhile, hydroxyaryl complex 5 gave alkyne in 6% relative intensity.

Synthesis of Dendrimers from Alkyne-focal Dendrons by Oxidative Homo-coupling of Terminal Acetylene

  • Han, Seung-Choul;Kim, Jong-Sik;Lee, Jae-Wook
    • Bulletin of the Korean Chemical Society
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    • v.32 no.11
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    • pp.3899-3903
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    • 2011
  • General, fast, and efficient fusion methods for the synthesis of dendrimers with 1,3-diynes at a core were developed. The synthetic strategy was employed the oxidative homo-coupling of terminal alkyne. The oxidative homo-coupling reaction of the alkyne-functionalized Frechet-type dendrons 1-Dm was allowed to provide first through fourth generation dendrimers 2-Gm with 1,3-diynes at core. The fusion of the propargylfunctionalized PAMAM dendrons 3-Dm by homo-coupling of terminal alkyne lead to the formation of symmetric PAMAM dendrimers 4-Gm. Their structure of dendrimers was confirmed by $^1H$ and $^{13}C$ NMR spectroscopy, IR spectroscopy, mass spectrometry, and GPC analysis.

Synthesis and Fragmentation of Furoxanaldehydes in the Gas Phase for Nanopatterned Alkyne Formation on a Solid Surface

  • Kim, Gi-Young;Kim, Ju-Cheon;Lee, Seung-Hee;Kim, Hyung-Jin;Hwang, Kwang-Jin
    • Bulletin of the Korean Chemical Society
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    • v.30 no.2
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    • pp.459-463
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    • 2009
  • Furoxanaldehydes possessing phenyl or alkenyl groups at the 3- or 4-position of the furoxan ring were designed for alkyne formation on a solid surface. Furoxans 2 and 3 were prepared from the corresponding alkenes 2a and 3a by the reaction with NaN$O_2$ in acetic acid. Furoxan 4, in which the furoxan ring is conjugated with a double bond, was prepared from bis(bromomethyl)benzene 4a in 5 steps using the Wittig reaction of aldehyde 1 as the key step. The electron beam-mediated fragmentation of furoxanaldehydes 1-4 in a mass spectrometer was exploited by focusing on alkyne formation on the solid surface. The fragmentation of furoxan 3 possessing diaryl groups afforded diarylacetylene at high efficiency, suggesting that the aryl group conjugated with the furoxan ring could facilitate alkyne formation with the evolution of NO.

Conjugation of mono-sulfobetaine to alkyne-PPX films via click reaction to reduce cell adhesion

  • Chien, Hsiu-Wen;Keng, Ming-Chun;Chen, Hsien-Yeh;Huang, Sheng-Tung;Tsai, Wei-Bor
    • Biomaterials and Biomechanics in Bioengineering
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    • v.3 no.1
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    • pp.59-69
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    • 2016
  • A surface resisting protein adsorption and cell adhesion is highly desirable for many biomedical applications such as diagnostic devices, biosensors and blood-contacting devices. In this study, a surface conjugated with sulfobetaine molecules was fabricated via the click reaction for the anti-fouling purpose. An alkyne-containing substrate (Alkyne-PPX) was generated by chemical vapor deposition of 4-ethynyl-[2,2]paracyclophane. Azide-ended mono-sulfobetaine molecules were synthesized and then conjugated on Alkyne-PPX via the click reaction. The protein adsorption from 10% serum was reduced by 57%, while the attachment of L929 cells was reduced by 83% onto the sulfobetaine-PPX surface compared to the protein adsorption and cell adhesion on Alkyne-PPX. In conclusion, we demonstrate that conjugation of mono-sulfobetaine molecules via the click chemistry is an effective way for reduction of non-specific protein adsorption and cell attachment.

E-beam Irradiation of Diyne-Cobaltcarbonyl Complexes for the Generation of Conjugated Alkyne in Gas Phase

  • Choi, Jeong-Chul;Hwang, Kwang-Jin
    • Rapid Communication in Photoscience
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    • v.4 no.4
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    • pp.86-87
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    • 2015
  • Substituted butadiyne cobalt complexes 1, 2 were prepared and placed on the e-beam to study the fragmentation focused on diyne generation, in MS spectrometer. Phenyl or methyl substituted cobalt complexes generated the corresponding diyne with 100, 30% relative intensities under e-beam irradiation in gas phase.

Azide/Alkyne Resins for Quick Preparation of 1,4-Disubstituted 1,2,3-Triazoles

  • Sirion, Uthaiwan;Lee, Jae-Hak;Bae, Yu-Jin;Kim, Hee-Jun;Lee, Byoung-Se;Chi, Dae-Yoon
    • Bulletin of the Korean Chemical Society
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    • v.31 no.7
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    • pp.1843-1847
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    • 2010
  • An efficient method for the preparation of 1,4-disubstituted 1,2,3-triazole compounds is described using polymeric quaternary ammonium salts having azide or alkyne functionality to remove unreacted excess starting molecules (azide/alkyne). Copper metal could easily be removed by simple filtration with a short $Na_2SO_4$/silica cartridge, affording highly regioselective products in high yield and excellent purity without the need for work-up, extraction and chromatographic purification.

Synthesis and Characterization of the Surface Modified SBA-15 with Dicobaltcarbonyl Complex

  • Park, Sora;Jeon, Yea-Sel;Jun, Ki-Won;Lee, Yun-Jo;Han, Doug-Young;Kim, Hyung Jin;Hwang, Kwang-Jin
    • Bulletin of the Korean Chemical Society
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    • v.35 no.7
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    • pp.2077-2080
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    • 2014
  • Cobalt-immobilized SBA-15 6a-c was synthesized from alkyne-attached SBA 5a-c by the reaction with $Co_2(CO)_8$ in toluene. Alkyne group was introduced into amino SBA-15 (4) by imine-linkage or substitution with propargyl bromide to afford iminoalkyne 5a and aminoalkyne 5b, respectively. Meanwhile, alkyne 5c was prepared in one-step by reacting triethoxysilyl hexyne with SBA-15. Dicobalt-complexes 6a-c were characterized by means of FT-IR, solid-state NMR and elemental analysis.

Synthesis of Diblock Codendrimer by Double Click Chemistry

  • Lee, Jae Wook;Han, Seung Choul;Ji, Won Ho;Jin, Sung-Ho;Kim, Ji Hyeon
    • Bulletin of the Korean Chemical Society
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    • v.33 no.12
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    • pp.4103-4108
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    • 2012
  • Efficient double click methods for the synthesis of diblock codendrimers were developed. The synthetic strategy involved the sequential click reactions between an alkyne and an azide. The short core building block, 1,4-diazidobutane, was chosen to serve as the azide functionalities for dendrimer growth via click reactions with the alkyne-functionalized PAMAM dendrons as hydrophilic dendron and alkyne-functionalized Fr$\acute{e}$chet-type dendrons as hydrophobic dendron. The structure of diblock codendrimers was confirmed by $^1H$ and $^{13}C$ NMR spectroscopy, IR spectroscopy, mass spectrometry, and GPC analysis.

Synthesis and Fluxionality of a Tungsten-Triosmium Cluster Compound $CpWOs_3(CO)_{11}({\mu}_3-CTol)$

  • Park, Joon T.;Shapley, John R.
    • Bulletin of the Korean Chemical Society
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    • v.11 no.6
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    • pp.531-534
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    • 1990
  • The reaction of $Os_3(CO)_{10}(NCMe)_2$ with a tungsten alkylidyne $Cp(CO)_2W{\equiv}CTol(Cp={\eta}^5-C_5H_5,\;Tol=p-C_6H_4Me)$ produces the compound, $CpWOs_3(CO)_{11}({\mu}_3-CTol)$(1). The structure of compound 1 can be viewed as one in which the metalla-alkyne, $Cp(CO)_2W{\equiv}CTol$, is ${\mu}_3-{\eta}^2-{\bot}$ (perpendicular) bound to an $Os_3(CO)_9$ fragment. Variable-temperature $^{13}C$ NMR spectra of 1 show no evidence for the analogous rotation of the metalla-alkyne molecule as shown alkyne rotation in $Os_3(CO)_9(C_2Tol_2)$ compound. This lack of the metalla-alkyne fluxionality supports the apparent saturated nature of compound 1.