• Title/Summary/Keyword: C-C Bond formation

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Optical Characterization of Azo-dye Attached on Photonic Crystal: The Cause of Large Absorption Band Shift

  • Kim, Byoung-Ju;Kwon, Ki-Chul;Yu, A-Reum;Kang, Kwang-Sun
    • Current Photovoltaic Research
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    • v.5 no.2
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    • pp.43-46
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    • 2017
  • Large absorption band shift has been observed for the azo-dye (disperse red-13, DR-13) attached on the surface of silica spheres. Urethane linkage has been utilized to form covalent bond between azo-dye (-OH) and 3-isocyanatopropyltriethoxysilane (ICPTES, -N=C=O). The synthesized ICPTES-DR-13 (ICPDR) molecules were attached to the silica spheres by the hydrolysis and condensation reaction. Although the absorption peak of DR-13 in methanol is at 510 nm, the absorption peak of the ICPDR-silica spheres shifts to 788 nm. The large absorption peak shift is due to the formation of intramolecular charge-transfer band with large aggregated ICPDR.

Photoinduced Chemical Linking of Difluoride Molecules with Graphene

  • Yang, Mi-Hyeon;Lee, Gyeong-Jae;Kumar, Yogesh;Im, Gyu-Uk;An, Jong-Ryeol
    • Proceedings of the Korean Vacuum Society Conference
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    • 2014.02a
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    • pp.198.1-198.1
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    • 2014
  • Many efforts have been devoted on chemical modification of graphene layer to modulate its electrical properties. In the previous report, laser irradiation on the CYTOP(perfluoropolymer) doped graphene layer induces chemical modification of it, resulting in the insulating I-V characteristics. While the results strongly denoted C-F bond formation after irradiation, the detailed process of photo-induced chemical change is not known yet. To probe this, we utilized synchrotron based SPEM (scanning photoelectron emission spectroscopy) in NSRRC, Taiwan. We irradiate the sample by photon of 614 eV in a stepwise manner as a function of time. As photon irradiation increased, difluoride moieties in the CYTOP was broken, and then formed mono-fluoride with carbon atoms consisting graphene layer.

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Preparation of Novel Iron Phthalocyanine Containing Reactive Groups and its Deodorizing Property on Cellulose

  • Kim, Eun-Mi;Choi, Jae-Hong
    • Textile Coloration and Finishing
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    • v.25 no.4
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    • pp.247-253
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    • 2013
  • The enzyme-like catalytic functions of metal complex phthalocyanine derivatives those containing carboxylic acid groups could be applied as odor-removing systems and antibacterial systems. Pyromellitic dianhydride and 4-nitrophthalimide were used as starting material for synthesizing dinitro-tetracarboxylic acid iron phthalocyanine(compound 1). Then diamino-tetracarboxylic phthalocyanine(compound 2) was obtained by reduction of compound 1. For the formation of covalent bond with cellulose fiber, cyanuric chloride was introduced to the amino group of compound 2 by condensation reaction compound 3. The exhaustion method was employed for adsorbing compound 3 on cotton fiber. K/S values of each fabrics were measured by a CCM system and deodorizing rates were tested by a detector tube method for ammonia gas. K/S values of treated cotton fiber with compound 3 were arranged from 2.1 to 4.2 at $90^{\circ}C$ of exhaustion temperature. Deodorizing rates provided result of 81%, 84%, 88%, 91%, by passing time of 30 min, 60 min, 90 min, 120 min, respectively.

Synthesis and Characterization of Novel Hydantoins as Potential COX-2 Inhibitors: 1,5-Diarylhydantoins

  • Park, Hae-Sun;Choi, Hee-Jeon;Shin, Hea-Soon;Lee, Sang-Kook;Park, Myung-Sook
    • Bulletin of the Korean Chemical Society
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    • v.28 no.5
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    • pp.751-757
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    • 2007
  • To develop new COX-2 inhibitors, 1,5-diarylhydantoins and 1,5-diaryl-2-thiohydantoins were synthesized from phenylacetic acids by esterification, bromination, C-N bond formation and cyclization. Esters 1-3 were efficiently synthesized from the starting materials by reflux in absolute methanol for 3 h containing concentrated sulfuric acid as catalyst. Bromination was carried out with N-bromosuccinimide at rt in dichloromethane. Bromides 4-6 were reacted with aniline, p-anisidine, sulfanilamide in ethanol (or N,N-dimethylformamide) to provide the amines 7-15. Hydantoins and 2-thiohydantoins 16-46 were synthesized from amines 7-15 by treating them with potassium isocyanate (or potassium thiocyanate) and triethylamine. The synthetic process from alkyl α-anilinophenylacetate 7-15 to 3-alkylhydantoins was carried out in a one-pot reaction using alkyl isocyanate (alkyl isothiocyanate).

Structure Analysis of the Full Length PDI Genomic DNA Isolated from Bombyx mori

  • Kim, Sung-Wan;Goo, Tae-Won;Yun, Eun-Young;Park, Kwang-Ho;Hwang, Jae-Sam;Kang, Seok-Woo;Kwon, O-Yu
    • Proceedings of the Korean Society of Sericultural Science Conference
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    • 2003.04a
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    • pp.44-44
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    • 2003
  • Protein disulfide isomerase (PDI) is not only an isomerase catalyzing the formation of native disulfide bond(s) of nascent peptide, but also a molecular chaperone assisting chain folding. We have already reported the structure of a cDNA (bPDl) encoding PDI from Bombyx mori and the function of PDI as foldase in assisting protein folding. (omitted)

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Kinetics and Mechanism of the Aminolysis of Diphenyl Phosphinic Chloride with Anilines

  • Ul Hoque, Md.Ehtesham;Lee, Hai-Whang
    • Bulletin of the Korean Chemical Society
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    • v.28 no.6
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    • pp.936-940
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    • 2007
  • The aminolyses of diphenyl phosphinic chloride (1) with substituted anilines in acetonitrile at 55.0 oC are investigated kinetically. Large Hammett ρ X (ρnuc = ?4.78) and Bronsted β X (βnuc = 1.69) values suggest extensive bond formation in the transition state. The primary normal kinetic isotope effects (kH/kD = 1.42-1.82) involving deuterated aniline (XC6H4ND2) nucleophiles indicate that hydrogen bonding results in partial deprotonation of the aniline nucleophile in the rate-limiting step. The faster rate of diphenyl phosphinic chloride (1) than diphenyl chlorophosphate (2) is rationalized by the large proportion of a frontside attack in the reaction of 1. These results are consistent with a concerted mechanism involving a partial frontside nucleophilic attack through a hydrogen-bonded, four-center type transition state.

Synthesis of Quinolinones for Novel Flavonoid Derivatives

  • Park, Myung-Sook;Park, Hae-Sun;Yoon, Myung-Sun;Kim, Nan-Young;Lee, Jae-In
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.241.2-241.2
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    • 2003
  • We report the synthesis of key intermediates for the development novel flavonoid derivatives with potential antiinflammatory activity and propose a mechanism of the one-pot reaction. The various amines (1) for this work were commercially available. Secondary amines (2) were formed by nucleophilic attraction using ethyl benzoylacetate. The C-N bond formation proceeded at refluxing in toluene with catalytic amount of p-toluenesulfonic acid and a removal of water was important in this reaction. (omitted)

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Synthesis of 2-Oxo-4-quinolines Using One-pot Reaction for Novel Flavonoid Derivatives

  • Park, Myung-Sook;Kim, Nan-Young;Park, Hae-Sun;Kim, Ju-Hee;Lee, Jae-in
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.183.2-183.2
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    • 2003
  • We report the synthesis of 3,4-dihydro-2-oxo-4-quinolines 5a-e for the development novel flavonoid derivatives with potential antiinflammatory activity and propose a mechanism of the one-pot reaction. The various amines (la-e) for this work were commercially available. We isolated that ester (2a-e) were formed by nucleophilic attraction using ethyl benzoylacetate. The C-N bond formation proceeded at refluxing in toluene with catalytic amount of p-toluenesulfonic acid and a removal of water and ethanol was important in this reaction. (omitted)

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A New Synthesis of Hydantoin derivatives by the Reaction of Unnatural Amino acids with Potassium Isocyanate

  • Park, Hae-Sun;Choi, Hee-Jeon;Kwon, Soon-Kyoung;Park, Myoung-Sook
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.339.1-339.1
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    • 2002
  • Since two selective COX-2 inhibitors. celecoxib and rofecoxib, showed good biological activity as antiinflammatory agents. many medicinal chemists are interested in specific COX-2 inhibitors. The distinguished feature of these drugs is that the 5-membered heterocycle ring is substituted with two aryl groups. Therefore, in this study, we designed a new hydantoin derivatives via the reaction of unnatural amino acids as selective COX-2 inhibitors, In systematically steps. 5-phenyl-1 (or substituted) hydantoin derivatives were prepared through esterification. bromination, C-N bond formation, cyclization from phenyl acetic acid. Particularly. a novel hydantoin ring was converted from unnatural amino acids with potassium isoyanate. In last step. the final analogs were synthesized the substitution at 3-position with alkyl reagents.

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End-to-end Structural Restriction of α-Synuclein and Its Influence on Amyloid Fibril Formation

  • Hong, Chul-Suk;Park, Jae Hyung;Choe, Young-Jun;Paik, Seung R.
    • Bulletin of the Korean Chemical Society
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    • v.35 no.12
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    • pp.3542-3546
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    • 2014
  • Relationship between molecular freedom of amyloidogenic protein and its self-assembly into amyloid fibrils has been evaluated with ${\alpha}$-synuclein, an intrinsically unfolded protein related to Parkinson's disease, by restricting its structural plasticity through an end-to-end disulfide bond formation between two newly introduced cysteine residues on the N- and C-termini. Although the resulting circular form of ${\alpha}$-synuclein exhibited an impaired fibrillation propensity, the restriction did not completely block the protein's interactive core since co-incubation with wild-type ${\alpha}$-synuclein dramatically facilitated the fibrillation by producing distinctive forms of amyloid fibrils. The suppressed fibrillation propensity was instantly restored as the structural restriction was unleashed with ${\beta}$-mercaptoethanol. Conformational flexibility of the accreting amyloidogenic protein to pre-existing seeds has been demonstrated to be critical for fibrillar extension process by exerting structural adjustment to a complementary structure for the assembly.