• Bulletin of the Korean Chemical Society
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• 제28권10호
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• pp.1834-1836
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• 2007

• 대한방사성의약품학회지
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• 제2권1호
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• pp.17-21
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• 2016

Alkali metal fluoride sources (MFs) such as potassium fluoride (KF) have been widely used as a fluoride source in the nucleophilic displacement reaction. However, they have low solubility and nucleophilicity in most of the organic solvents. Bulky fluoride sources such as tetrabutylammonium fluoride (TBAF) were substituted for MFs to improve these properties. However, hygroscopic property of TBAF makes it less convenient for handling as well as its strong basic property can make the side-reaction occur. Recently, novel fluoride sources have been developed to solve these problems. In this paper, we would like to introduce coordinated fluoride sources as a new fluoride sources such as tetrabutylammonium tetra(t-butyl alcohol)-coordinated fluoride, crown ether metal complex fluoride, and various bulky alcohols coordinated fluoride complexes. In particular, bulky alcohol coordinated fluoride source could generated by the controlled hydrogen-bonded of fluoride with alcohols and these fluoride sources have better stability and reactivity with showing low hygroscopic property. The study of these fluoride sources will help to understand the characteristic of [$^{18}F$]fluoride for increasing the radiochemical yield in the [$^{18}F$]radiofluorination.

• Bulletin of the Korean Chemical Society
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• 제27권8호
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• pp.1203-1205
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• 2006

During the synthesis of 4-fluorobenzaldehyde via the SNAr reaction of 4-nitrobenzaldehyde with TBAF, it was found that an equivalent amount of TBAF could oxidize benzaldehyde to benzoic acid. The reaction of 4-nitrobenzaldehyde with tetrabutylammonium fluoride (TBAF) gave 4-nitrobenzoic acid in high yield. Depending on the reaction conditions, other aromatic aldehydes produced acids with fewer amounts of alcohols. However, this type of oxidation has limited practical applications. Nevertheless, the mechanism is quite different from the Cannizzaro reaction because the amounts of the acid salt and alcohol formed were different.

• Bulletin of the Korean Chemical Society
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• 제29권8호
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• pp.1464-1466
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• 2008

Tetrabutylammonium Fluorodichloroplumbate(II), N$(C_4H_9)_4$[$PbCl_2F$], TBAFDiCP and Tetrabutylammonium Fluorodiiodoplumbate(II), [$(C_4H_9)_4$N][$PbI_2F$], TBAFDiIP are the first examples of fluoroplumbate salts that have been prepared from the reaction of $(C_4H_9)_4$NF with $PbCl_2$ and $PbI_2$ respectively using either $CH_3CN$ solvent. These new compound characterized by elemental analysis, IR, UV/Visible, $^1H$ NMR, and $^{19}F$ NMR techniques.

• Bulletin of the Korean Chemical Society
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• 제27권3호
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• pp.432-434
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• 2006

• 한국섬유공학회:학술대회논문집
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• 한국섬유공학회 2003년도 The Korea-Japan Joint Symposium
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• pp.13-14
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• 2003

Cellulosic graft copolymers were synthesized to use them as the functional materials. Three methods containing atom transfer radical polymerization (ATRP), macro-azo-initiator (MAI) method, and the polymerization catalyzed by tetrabutylammonium fluoride (TBAF) were performed in this work.

• Bulletin of the Korean Chemical Society
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• 제33권4호
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• pp.1159-1164
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• 2012

A new colorimetric sensors containing thiourea (1-(4-nitrophenyl)-3-quinolin-6-ylthiourea; 1) and urea(1-(4-nitrophenyl)-3-quinolin-6-ylurea; 2) moieties for fluoride were designed and synthesized. These simple receptors were characterized their stoichiometry, and investigates the mechanism of their selectivity as anion receptors. The addition of tetrabutylammonium fluoride salts to the solution of receptors caused a dramatically and clearly observable color changes from colorless to yellow. To examine their application as anion receptors by UV-vis and $^1H$ NMR spectroscopy results revealed their higher selectivity for fluoride ion than other anions. The receptors and fluoride ion formed a 1:1 stoichiometry complex through strong hydrogen bonding interactions in the first step, followed by a process of deprotonation in presence of an excess of $F^-$ in DMSO solvent.

• Bulletin of the Korean Chemical Society
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• 제18권7호
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• pp.730-733
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• 1997

Monofluoroiron(Ⅲ) tetraphenylporphyrin, Fe(TPP)F, and difluoroiron(Ⅲ) tetraphenylporphyrin, [Fe(TPP)F2]- were generated in a various non-aqueous solvents by the reaction between Fe(TPP)Cl and tetrabutylammonium fluoride TBAF 3H2O. Formation of the these complexes was detected by the appearance of the ν(F-Fe) (ν, stretching vibration) at 506 cm-1 for Fe(TPP)F and the ν(F-Fe-F) at 448 cm-1 for [Fe(TPP)F2]-, simultaneously, with 441.6 nm excitation by Resonance Raman (RR) spectroscopy. These assignments were confirmed by observed frequency shifts due to 56Fe/54Fe and TPP/TPP-d8/TPP-N15 isotopic substitutions. Difluoroiron complex is an iron(Ⅲ) high-spin complex with the oxidation sensitive band at 1347 cm-1 for ν4 and core size/spin state sensitive band at 1541 cm-1 for ν2.

• Archives of Pharmacal Research
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• 제22권6호
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• pp.575-578
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• 1999

Derivatives of elema-1,3-diene were synthesized in several steps as polar analogs of $\beta$-elemene, antitumor agent under clinical phase. The lactone ring of compound 1 was opened by LiAlH4 to give diol 2 which was selectively protected by TBDPSCI. After acetylation of the secondary alcohol, the acetylated product was ozonolyzed and reduced to give elemene derivative 4 which was converted to diolefin 8 via selenides subsequent deprotection by tetrabutylammonium fluoride gave two compounds 9, 10.

• 대한핵의학회지
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• 제33권6호
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• pp.527-536
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• 1999

목적: [C-11]flumazenil (RO 15-1788)은 벤조디아제핀 수용체 영상용 방사성 의약품으로 여러 가지신경, 정신 질환에서 양전자방출촬영(PET)용으로 연구되고 있다. 이 연구에서는2-amino 5-fluoroben-zoic acid를 출발물질로 사용하여 5단계에 걸쳐 플루마제닐 유도체를 합성한 후 F-18으로 표지하여 실험 동물에서의 성체 내 분포를 보았다. 대상 및 방법: 플루마제닐(c)의 합성은 F Hoffmann-La-Ro-che (Basle/CH)에서 보고된 방법에 의해 수정하여 합성하였다. 플루마제닐 유도체(d)는 플루마제닐(c)의 C-3 곁가지의 ethylester기를 tetrabutylammonium hydroxide와 반응하여 가수분해한 후 ditosylethane을 사용하여 tosyl기를 도입하여 합성하였다. 3-(2-[F-18]fluoro)flumazenil(e)의 합성은 TR-l3 사이클로트론에서 제조한 [F-18fluoride를 acetonitrile 용매하에서 플루마제닐 유도체(d)와 친핵성 치환반응으로 표지하였다. 표지된 플루마제닐 유도체는 TLC로 표지 효율을 측정하고, alumina-N과 $C_{18}$ Sep-pak으로 정제하였다. 3-(2-[F-18]fluoro)flumazenil의 생체 내 분포를 보기 위해 마우스(n=9)의 꼬31정맥으로 3-(2-[F-18]fluoro)flumazenil (0.37 MBq/0.1 mL)을 주사한 후 10, 30, 60분 후에 희생시켰다. 각 장기별 무게를 측정한 후 감마카운터로 방사능을 계수하였다. 투여한 방사능 양과 장기 내 방사능치를 구하여 시간에 따른 장기의 단위 무게별 주사량 대비 백분율(% ID/g)을 계산하였다. 결과: 플루마제닐 유도체 합성(d)의 전체 수득률은 40%였고, 플루마제닐 유도체의 F-18 표지효율은 66% 이상이었다. 마우스를 이용한 생체분포 실험에서 뇌의 섭취율은 10, 30, 60분에서 $2.5{\pm}0.4,\;2.2{\pm}0.3,\;2.1{\pm}0.1%ID/g$이었고, 혈액은 $3.7{\pm}0.4,\;3.3{\pm}0.1,\;3.3{\pm}0.09%ID/g$이었다. 결론: 새로운 벤조디아제 핀 수용체 영상용 방사성 의약품으로서 3-(2-[F-18]fluoro) flumazenil을 높은 표지 효율로 합성함으로서 PET와 SPECT 영상의 비교 연구에 이용될 수 있으며, F-18을 플루마제닐 유도체의 제각기 다른 위치에 치환함으로서 체내동태에 대한 연구에도 이용될 수 있다.