• Journal of the Korean Wood Science and Technology
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• v.23 no.4
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• pp.98-107
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• 1995

천연물 중 casbene-type diterpenoid의 하나인 crotonitenone의 합성이 시도되었다. 합성 방법으로는 crotonitenone의 각 부분을 먼저 합성하여 이들을 합하는 방법(convergent method)을 적용하였으며, 각 부분이 최종물질에 적합한 sterochemistry를 갖게 하기 위하여 시작물질로는 chiron으로 S-(-)-citronellol과 IS-chrysanthemic acid를 사용하였다. 환구조를 형성하는데 중요한 역할을 할 TBDMS protecting group이 붙은 phosphonium salt(synthon A) 가 고압반응으로부터 고수율 (70%)로 생성되었다. 또한, 중요한 반응으로서 synthon A와 hydroxy lactone(synthon B)과의 Witting reaction이 성공적으로 이루어졌다. 그러나, TBDMS protecting group의 존재하에 이중 치환된 이중결합(disubstituted double bond)과 삼중치환된 것과의 선택적인 환원의 어려움으로 인하여 최종 물질의 합성방법이 재고되었으며 이에 대해 간단히 논하였다.

• Macromolecular Research
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• v.13 no.3
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• pp.265-272
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• 2005

Polyelectrolyte membranes for humidity-sensing were fabricated using a layer-by-layer adsorption process based on the spontaneous self-assembly of alternating layers of cationic and anionic polymers on a silanized ITO patterned glass substrate. The substrate is dipped successively into dilute solutions of a polyanion and a polycation. The homopolymers and copoymers of diallyldimethylammonium chloride (DDA), allylamine hydrochloride (AA), 2-[(methacryloyloxy)ethyl]trimethyl ammonium chloride (METAC) and vinylbenzyl tributyl phosphonium chloride(VTBPC) were used as the polycations. In this experiment, it was found that the resistance varied according to the chemical structure of the polycation. The resistance varied from $10^7$ to $10^5$ $\Omega$, as the humidity was increased from 60 (relative humidity) to $95\%$RH, which is the range of RH values required for a dew sensor operating at high humidity.

• Archives of Pharmacal Research
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• v.19 no.5
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• pp.411-415
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• 1996

A series of aminothiazolylcephalosporin derivatives (1a-1c) having pyridinylethenyl group at C-3 position was prepared starting from phosphonium salt 3 and 2-, 3- or 4-pyridinecarboxal-dehyde and the antibacterial activity of these compounds was investigated. Among them, 4-pyridinylethenyl derivative was more active than 2- and 3-pyridinylethenyl derivativees against Staphylococcus aureus and Escherichia coli.

• Bulletin of the Korean Chemical Society
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• v.34 no.1
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• pp.133-138
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• 2013

An efficient synthesis of phospha-Morita-Baylis-Hillman adducts was carried out in good yields via the Michaelis-Arbuzov reaction of the DABCO salts of MBH bromides. Instead of a DABCO salt, a phosphonium salt could be effectively used for some substrates which showed some problems in the presence of DABCO.

• Bulletin of the Korean Chemical Society
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• v.34 no.8
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• pp.2286-2290
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• 2013

Ring opening reactions of epoxides with oxygen nucleophiles catalyzed by a variety of quaternary onium salt, such as ammonium or phosphonium salt were explored. The results showed that tetrabutylphosphonium bromide (TBPB) among salts serves as the most efficient catalyst for this process and that expoxide ring opening reactions with a variety of oxygen nucleophiles including carboxyic acid and phenol, promoted using this salt, lead to generate readily purifiable products in excellent yields.

• YAKHAK HOEJI
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• v.43 no.6
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• pp.782-788
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• 1999

7-Oxocephalosporanate 1 was treated with phosphonium salts 2~4 by Wittig reaction to afford 7-exomethylene cephalosporanates 5~7. They were oxidized to sulfones 8~10 with mCPBA. Deprotecton of benzhydryl 7-exomethylene cephalosporanate with $AlCl_3$ and NaHCO_3$ gave sodium salts of 7-exomethylene cephalosporanates 11~16. The ${\beta}-lactamase$ inhibitory activity of synthesized compounds 11~16 were compared with sulbactam, tazobactam and clavulanic acid against Type I, II, III, IV and TEM-2 $\beta$-lactamase in vitro. Compound 15 showed more potent activity than sulbactam and clavulanic acid against Type III, IV ${\beta}-lactamase$ enzyme.

• Bulletin of the Korean Chemical Society
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• v.10 no.6
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• pp.500-503
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• 1989

Synthetic studies have been carried out for the addition or substitution of phosphorus nucleophiles to the cation $[(exo-6-R-{\eta}^ {5_-}2-MeO-C_6H_5)Mn(CO)_2NO]PF_6,$ 2. $PPh_3$ reacts with 2 to yield the CO displaced product and $MePPh_2$ attacks the dienyl ring of 2 to yield the phosphonium adduct or the metal to give the CO displaced depending upon the reaction temperatures. Nucleophilic addition of HPPh2 to the dienyl ring of 2 gives a neutral substituted product. $P(OMe)_3$ reacts with 2 to yield a mixture of ring adduct and CO displaced product at room temperature. $At - 20^{\circ}C,\;P(OMe)_3$ attacks the dienyl ring of 2 to give a posphonium adduct, which underwent Arbuzov reaction. This reaction affords a new route to the phosphonate complexes.

• Bulletin of the Korean Chemical Society
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• v.18 no.11
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• pp.1199-1203
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• 1997

The investigation of cure kinetics of biphenyl epoxy (4,4-diglycidyloxy-3,3,5,5-tetramethyl biphenyl)-xylok resin system with four different catalysts was performed by differential scanning calorimeter using an isothermal approach. All kinetic parameters of the curing reaction including the reaction order, activation energy and rate constant were calculated and reported. The results indicate that the curing reaction of the formulations using triphenylphosphine (TPP) and 1-benzyl-2-methylimidazole (1B2MI) as a catalyst proceeds through a first order kinetic mechanism, whereas that of the formulations using diazabicyloundecene (DBU) and tetraphenyl phosphonium tetraphenyl borate (TPP-TPB) proceeds by an autocatalytic kinetic mechanism. To describe the cure reaction in the latter stage, we have used the semiempirical relationship proposed by Chern and Poehlein. By combining an nth order kinetic model or an autocatalytic model with a diffusion factor, it is possible to predict the cure kinetics of each catalytic system over the whole range of conversion.

• Nuclear Medicine and Molecular Imaging
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• v.41 no.6
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• pp.561-565
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• 2007

Purpose: Lipophilic cations including tetraphenylphosphonium (TPP) salts penetrate the hydrophobic barriers of the plasma and mitochondrial membranes, resulting in accumulation in mitochondria in response to the negative inner transmembrane potentials. The development of radiolabeled phosphonium cations as a noninvasive imaging agent may serve as a new molecular "voltage sensor" probe to investigate the role of mitochondria in the pathophysiology and diagnosis of cancer. Materials and Methods: We have synthesized a reference compound (4-fluorophenyl)triphenylphosphonium (TPP) and a labeled compound $[^{18}F]$TPP via two step nucleophilic substitution of no-carrier-added $[^{18}F]$fluoride with the precursor, 4-iodophenyltrimethylammonium iodide, in the presence of Kryptofix-2.2.2 and $K_2CO_3$. Result: The reference compound (4-fluorophenyl)triphenylphosphonium (TPP) was synthesized in 60% yield. The radiolabeled compound $[^{18}F]$TPP was synthesized in $10\sim15%$ yield. The radiochemical purity of the $[^{18}F]$TPP was $95.57{\pm}0.51%$ (n=11). Conclusion: $[^{18}F]$TPP was successfully synthesized that might have a potential to be utilized as a novel myocardial or cancer imaging agent for PET. However, it is required to improve the radiochemical yield to apply $[^{18}F]$TPP in preclinical or clinical researches.

• Polymer(Korea)
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• v.26 no.3
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• pp.344-352
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• 2002

In this work, two thermal cationic latent catalysts, i.e., triphenyl benzyl phosphonium hexafluoroantimonate (TBPH) and benzyl 2-methylpyrazinium hexafluoroantimonate (BMPH) were newly synthesized. And the thermal and mechanical properties of difunctional epoxy (diglycidylether of bisphenol h, DGEBA) resins initiated by 1 phr of either TBPH or BMPH catalyst were investigated. As experimental results, the epoxy/TBPH system showed higher curing temperature and critical stress intensity factor ($K_{IC}$) than those of epoxy/BMPH. This could be interpreted in terms of slow thermal diffusion rate and bulk structure of four phenyl groups in TBPH. However, the decomposed activation energy determined from Coats-Redfern method was lower in the case of epoxy/TBPH. This result was probably due to the fact that broken short chain structure was developed by steric hindrance of TBPH.