• Title/Summary/Keyword: conjugated alkyne

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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.

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.

Theoretical Study on the Mechanism of the Addition Reaction between Cyclopropenylidene and Formaldehyde

  • Tan, Xiaojun;Li, Zhen;Sun, Qiao;Li, Ping;Wang, Weihua
    • Bulletin of the Korean Chemical Society
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    • v.33 no.6
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    • pp.1934-1938
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    • 2012
  • The reaction mechanism between cyclopropenylidene and formaldehyde has been systematically investigated employing the MP2/6-311+$G^*$ level of theory to better understand the cyclopropenylidene reactivity with carbonyl compound. Geometry optimization, vibrational analysis, and energy property for the involved stationary points on the potential energy surface have been calculated. Energies of all the species are further corrected by the CCSD(T)/6-311+$G^*$ single-point calculations. It was found that one important reaction intermediate (INTa) has been located firstly $via$ a transition state (TSa). After that, the common intermediate (INTb) for the two pathways (1) and (2) has been formed $via$ TSb. At last, two different products possessing three- and four-membered ring characters have been obtained through two possible reaction pathways. In the reaction pathway (1), a three-membered ring alkyne compound has been obtained. As for the reaction pathway (2), it is the formation of the four-membered ring conjugated diene compound. The energy barrier of the ratedetermining step of pathway (1) is lower than that of the pathway (2), and the ultima product of pathway (2) is more stable than that of the pathway (1).