• Title/Summary/Keyword: host-guest chemistry

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Zn(II)porphyrin Helical Arrays: A Strategy to Overcome Conformational Heterogeneity by Host-Guest Chemistry

  • Yoon, Zin-Seok;Easwaramoorthi, Shanmugam;Kim, Dong-Ho
    • Bulletin of the Korean Chemical Society
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    • v.29 no.1
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    • pp.197-201
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    • 2008
  • Conformational heterogeneity of directly linked multiporphyrin arrays with larger molecular length retards their utilities in practical applications such as two-photon absorption and molecular photonic wire. In this regard, here we adopted a way to overcome the conformational heterogeneity through hydrogen bonding by selective binding of meso aryl substituents of porphyrins (host) with urea (guest) to form helical structure. Using steady-state and time-resolved spectroscopy, we observed the enhanced fluorescence quantum yield by ~1.8 to 2.4 times, enhanced anisotropy values and the disappearance of fast fluorescence decay component in the host-guest helical forms. In addition, the enhanced nonlinear optical responses of helical arrays infer the extended inter-porphyrin electronic coupling due to a significant change in dihedral angle between the neighboring porphyrin moieties. The current host-guest strategy will provide a guideline to improve the structural homogeneity of the photonic wire.

A New Approch for Catalyst Optimization: Host/Guest Complexes of Chiral Bisphosphine Bearing Imidazolidinone and Their Application in Rh-Catalyzed Asymmetric Hydrogenation

  • Park, Jung-Hwan;Shin, Hyun-Ik;Park, Doo-Han;Lee, Sang-Gi
    • Bulletin of the Korean Chemical Society
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    • v.31 no.3
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    • pp.635-638
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    • 2010
  • As a new strategy for the optimization of a chiral catalyst, the catalytic activity of the host-guest complexes of chiral bisphosphine bearing imidazolidinone was investigated in Rh-catalyzed asymmetric hydrogenation of enamide. Marginal enhancement in enantioselectivity was observed and the nature of interaction between host-guest was experimentally elucidated.

Study on Electrochemical Detection of Cyclodextrin-molecule Interactions for Sensor Applications (센서 응용을 위한 사이클로덱스트린-분자 상호작용의 전기화학적 검출)

  • Park, Minji;Kim, Sooyeoun;Bae, Joonwon
    • Applied Chemistry for Engineering
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    • v.29 no.5
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    • pp.519-523
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    • 2018
  • Cyclodextrins are a class of oligosaccharides having an extremely low toxicity, so that they have been used for the formation of host-guest complexes and removal of toxic gases or molecules. In this study, the subtle phenomenon associated with the formation of host-guest complexes between cyclodextrin and toxic molecules (methyl paraben) was experimentally investigated. First, the formation of cyclodextrin-methyl paraben complexes was monitored by UV/Vis spectroscopy as a function of the cyclodextrin concentration. Secondly, the electrochemical measurement was performed with the surface engineered Au electrode having cyclodextrin molecules on the Au substrate. The sensing signal derived from the addition of methyl paraben solution into the Au surface was measured delicately. This study can be informative for future applications such as sensors.

Crystal Structure of the Three-Dimensional Metal Complex Inclusion Compound Clathrated Nitrobenzene Guest (Nitrobenzene을 guest로 포접한 3차원 금속착체 포접화합물의 결정구조)

  • Park, Ki-Min;Park, Sang-Yun;Lee, Uk;Iwamoto, Toschitake
    • Journal of the Korean Chemical Society
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    • v.40 no.7
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    • pp.509-514
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    • 1996
  • The three-dimensional metal complex inclusion compound $Cd(pn)Ni(CN)_4{\cdot}0.5NO_2C_6H_5$(pn: 1,2-diaminopropane=propylenediamine) crystallizes in the orthorhombic space group, $Pn2_1$a, (a=13.868(5), b=26.591(4), c=7.840(1)${\AA}$, V=2891(1)${\AA}^3$, Z=4), R=0.054 for 2800 independent reflections. The host structure of the inclusion compound appears the same one(T-type) of inclusion compound with branched aliphatic-guest molecule. The nitrobenzeneguest molecule attains the stable position in the nodal channel of T-type by placing the polar nitro group between the pn-amino groups at the node and the bulky aromatic ring in the antinodal zone of the channel. The substituted aromatic guest molecule is accommodated in the host structure of metal complex $Cd(pn)Ni(CN)_4$ with channel cavity.

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Synthesis and Characterization of Iridium-Containing Green Phosphorescent Polymers for PLEDs

  • Xu, Fei;Kim, Hee Un;Mi, Dongbo;Lim, Jong Min;Hwang, Ju Hyun;Cho, Nam Sung;Lee, Jeong-Ik;Hwang, Do-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.34 no.2
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    • pp.399-405
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    • 2013
  • Two series of new green phosphorescent polymers bearing a bis(2-phenyl-pyridine)iridium(III)(dibenzoylmethane) [$(ppy)_2Irdbm$] complex were designed and synthesized. Poly-carbazole (PCbz) derivative or polyfluorene with pendant carbazole groups (PFCbz) were employed as host polymers for the iridium complex. The iridium complex monomer was copolymerized with the host monomers using varying monomer ratios via a Yamamoto coupling reaction. Efficient energy transfer from host to dopant unit was observed by increasing the ratio of the iridium guest in the copolymers. Electroluminescent devices with the configuration ITO/PEDOT:PSS/polymer/BmPyPB/LiF/Al were fabricated and characterized. The phosphorescent polymers composed of the iridium complex guest and polyfluorene with carbazole pendants as a host performed better than the polymers composed of the same guest and the main chain polycarbazole host. A maximum external quantum efficiency of 0.73%, a luminous efficiency of 1.21 cd/A, and a maximum luminance of 372 $cd/m^2$ were obtained from a device fabricated using one of the synthesized copolymers.

Fluorescent properties and synthesis of porphyrin square recognized methylene crown ether

  • Chang, Seung-Hyun;Kim, Jung-Sung
    • Proceedings of the Korean Environmental Sciences Society Conference
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    • 2003.11a
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    • pp.155-158
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    • 2003
  • New porphyrin square (1) was prepared by reaction of porphyrin containing pyridine and Re$(CO)_5Cl$ in THF/toluene solvent. 2-(Methylene15-crown-5)-nicotinoly ester(2) was synthesized by reaction of 2-(Hydroxymethyl-15-crown-5 and nicotinoly chloride in $CH_2Cl_2$. In fluorescence quenching studies luminescence was quenched by addition of the guest(2) into host(l). In the host-guest system we could obtain binding constant (K= $1.13{\times}10^{7}M^{-1}$) at decreasing concentration of (2). But the luminescence was dramatically increased after $Na^{+}$ was added into the host-guest system.

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Synthesis and luminescent properties of porphyrin square recognized crown ether

  • Chang, Seung-Hyun;Lee, Kwan-Young
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 2003.08a
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    • pp.133-136
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    • 2003
  • New porphyrin square (1) was prepared by reaction of porphyrin containing pyridine and $Re(CO)_5Cl$ in THF/toluene solvent. 2-(Methylenel5-crown-5)-nicotinoly ester(2) was synthesized by reaction of 2-(Hydroxymethyl-15-crown-5 and nicotinoly chloride in $CH_2Cl_2$. In fluorescence quenching studies luminescence was quenched by addition of the guest(2) into host(l). In the host-guest system we could obtain binding constant (K=$1.13{\times}10^7M^{-1}$) at decreasing concentration of (2). But the luminescence was dramatically increased after $Na^+$ was added into the host-guest system.

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Stabilization of Compact Protein Structures by Macrocyclic Hosts Cucurbit[n]urils in the Gas Phase

  • Lee, Jong Wha;Park, Mi Hyun;Ju, Jeong Tae;Choi, Yun Seop;Hwang, Soo Min;Jung, Dong Jin;Kim, Hugh I.
    • Mass Spectrometry Letters
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    • v.7 no.1
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    • pp.16-20
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    • 2016
  • Characterization of intact protein structures in the gas phase using electrospray ionization combined with ion mobility mass spectrometry has become an important tool of research. However, the biophysical properties that govern the structures of protein ions in the gas phase remain to be understood. Here, we investigated the impact of host-guest complexation of ubiquitin (Ubq) with macrocyclic host molecules, cucurbit[n]urils (CB[n]s, n = 6, 7), on its structure in the gas phase. We found that CB[n] complexation induces the formation of compact Ubq ions. Both CB[6] and CB[7] exhibited similar effects despite differences in their binding properties in solution. In addition, CB[n] attachment prevented Ubq from unfolding by collisional activation. Based on the experimental results, we suggest that CB[n]s prevent unfolding of Ubq during transfer to the gas phase to promote the formation of compact protein ions. Furthermore, interaction with positively charged residues per se is suggested to be the most important factor for the host-guest complexation effect.

Synthesis and Fluorescent Properties of New Host Compound Containing Anthracene Moiety (안트라센이 포함된 새로운 호스트 화합물의 합성과 물성)

  • Chang, Seung-Hyun
    • Journal of Environmental Science International
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    • v.17 no.12
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    • pp.1373-1380
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    • 2008
  • Anthracene appended new host compounds have been synthesized by imine reaction. Fluorescent open chain host compounds Trisanthryl-tris(2-aminoethyl)imine 1 was synthesized from the reaction of tris(2-aminoethyl)amine and anthracene-9-carboxaldehyde in EtOH. Tris-10-chloroanthryl-tris(2-aminoethyl)imine 2 was synthesized from tris(2-aminoethyl)amine and 10-chloro-9-anthraldehyde in EtOH. The structures of all reaction product were identified by $^1H$ NMR, $^{13}C$ NMR, GC/MS, FAB Mass, IR spectrum and DSC. Cation complexation behavior was investigated by fluorescence spectroscopy measurements. The capability of transition metals cation recognition between fluorescent open chain host compound 1, 2 were investigated with $Co^{2+},\;Ni^{2+}\;and\;Cu^{2+}$. The fluorescence intensity was increased by host compounds corresponding guest cations. The relative order of fluorescence intensity changes were $Co^{2+}>Cu^{2+}>Ni^{2+}$. Compound 2 is very sensitive fluorescent sensor of $Co^{2+}$ ion.