• Bulletin of the Korean Chemical Society
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• 제31권7호
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• pp.1843-1847
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• 2010

An efficient method for the preparation of 1,4-disubstituted 1,2,3-triazole compounds is described using polymeric quaternary ammonium salts having azide or alkyne functionality to remove unreacted excess starting molecules (azide/alkyne). Copper metal could easily be removed by simple filtration with a short $Na_2SO_4$/silica cartridge, affording highly regioselective products in high yield and excellent purity without the need for work-up, extraction and chromatographic purification.

• 한국자기공명학회논문지
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• 제27권2호
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• pp.10-15
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• 2023

The Strain-Promoted Azide-Alkyne Cycloaddition (SPAAC) is a powerful method for synthesizing triazoles, even under physiological conditions, without a copper catalyst. This technique provides an efficient means for everyone to synthesize complex triazole derivatives rapidly. In order to investigate the configuration of triazole derivatives using bicyclo[6.1.0.]-nonyne (BCN) and chiral azide, it is necessary to employ the 2D NMR. Both 1D and 2D NMR (COSY, HSQC, ¹⁵N HMBC) are used to analyze the complex triazole product containing cyclooctyne, a diastereomeric product. The stereometric difference of the proton bonded to the same carbon is determined through the HSQC assignment. The intriguing splitting pattern of carbon resonances also reveals their diastereomeric configuration and will aid in further research based on physiological knowledge.

• Bulletin of the Korean Chemical Society
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• 제30권1호
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• pp.157-162
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• 2009

General, fast, and efficient methods for the synthesis of Fréchet-type dendrimers having core diversities were elaborated. Two core building blocks, 4,4'-(3,5-bis(propargyloxy)benzyloxy)bisphenyl and N,N,N',N'-tetra(prop-2- ynyloxycarbonylethyl)-1,2-diaminoethane, were designed to serve as the alkyne functionalities for dendrimer growth via click reactions with the azide-dendrons. The synthetic strategy involved an 1,3-dipolar cycloaddition reaction between an alkyne and an azide- functionalized Fréchet-type dendrons in the presence of Cu(I) species which is known as the best example of click chemistry.

• Bulletin of the Korean Chemical Society
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• 제35권6호
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• pp.1605-1612
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• 2014

Copper(I)-catalyzed Huisgen cycloaddition of terminal alkynes with unmasked azidoamines derived from amino acids is described. The reported strategy provides a new entry to highly hindered ${\beta}$-amino 1,2,3-triazole derivatives bearing a gem-diaryl group, which are potentially valuable entities as molecular catalysts for asymmetric transformations.

• 대한방사성의약품학회지
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• 제1권1호
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• pp.15-22
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• 2015

$^{18}F$-labeling reaction of bioactive molecule via click chemistry is widely used to produce $^{18}F$-labeled radiotracer in the field of radiopharmaceutical science and molecular imaging. In particular, bioorthogonal strain-promoted alkyne-azide cycloaddition (SPAAC) reaction has received much attention as an alternative ligation method for radiolabeling bioactive molecules such as peptides, DNA, proteins as well as nanoparticles. Moreover, SPAAC based pretargeting method could provide tumor images successfully on positron emission tomography system using nanoparticle such as mesoporous silica nanoparticles.

• 폴리머
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• 제33권1호
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• pp.67-71
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• 2009

프레체형태 덴드리머의 합성을 위한 연결 방법이 알카인기와 아지드기 사이의 클릭 화학을 이용하여 개발되었다. 덴드리머의 핵으로 작용할 수 있는 단위체인 4,4'-(3,5-비스(아지도프로필옥시)벤질옥시)비스페닐이 알카인덴드론과 클릭 반응을 통해 덴드리머의 구축을 위해 사용되었다. 즉, 구리촉매 존재하에서 다중(아지드)화합물과 말단 알킨기를 가지는 폴리(벤질에테르)덴드론 사이치 클릭 반응을 통해 덴드리머의 합성 전략이 완성되었다.

• Bulletin of the Korean Chemical Society
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• 제27권11호
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• pp.1795-1800
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• 2006

The convergent synthesis of symmetric PAMAM-like dendrimers from azide-functionalized poly(amido- amine) (PAMAM) dendrons and two different multi-alkynes was investigated. The stitching method was based on the click chemistry protocol, i.e., the copper-catalyzed cycloaddition reaction between an alkyne and an azide.

• 폴리머
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• 제36권3호
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• pp.295-301
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• 2012

선형 PEG단위를 덴드리머의 중심에 갖는 덴드리머의 합성을 위한 효율적인 연결 방법이 개발되었다. 합성전략은 알카인과 아자이드기 사이의 반응을 구리(1)촉매의 존재하에서 진행하는 클릭화학을 이용하였다. 덴드리머의 핵으로 작용할 수 있는 단위체인 옥타(에틸렌글리콜)디아자이드와 도데카(에틸렌글리콜)디아자이드를 합성하였고, 이 두 화합물의 아자이드기는 덴드리머의 형성에 이용되었다. 두 디아자이드화합물을 알카인 덴드론과 클릭 반응을 통해서 덴드리머의 핵의 선형 길이가 다른 두 종류의 덴드리머 제조에 대한 수렴형 합성법을 완성하였다.

• Macromolecular Research
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• 제17권7호
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• pp.499-505
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• 2009

General, fast, and efficient stitching methods are presented for the synthesis of Fr$\acute{e}$chet-type dendrimers with linear units at a core, as a preliminary investigation for the synthesis of dendritic-linear-dendritic materials. The synthetic strategy involved an inexpensive, 1,3-dipolar, cycloaddition reaction between an alkyne and an azide in the presence of the Cu(I) species, which is known as the best example of click chemistry. The linear core building blocks, 1,7-octadiyne and 1,6-diazidohexane, were chosen to serve as the alkyne and azide functionalities for dendrimer growth via click reactions with the azide and alkyne-dendrons, respectively. These two building blocks were employed together with the azide- and alkyne-functionalized Fr$\acute{e}$chet-type dendrons in a convergent strategy to synthesize two kinds of Fr$\acute{e}$chet-type dendrimers with different linear core units. This comparative efficiency of the click methodology supports the fast and efficient synthesis of dendritic-linear-dendritic materials with the tailor made core unit.

• Bulletin of the Korean Chemical Society
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• 제33권1호
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• pp.137-142
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• 2012

The convergent synthetic strategy for the emissive dendrimers having the chromophore at core via the coppercatalyzed 1,3-dipolar cycloaddition reaction between alkyne and azide was described. 2,7-Diazido-9,9-dioctyl-9H-fluorene, designed to serve as the core in dendrimer, was stitched with the alkyne-functionalized Frechettype and PAMAM dendrons by the click chemistry leading to the formation of the corresponding fluorescent dendrimers in high yields. The preliminary photoluminescence studies indicated that 2,7-diazido-9,9-dioctyl-9H-fluorene showed no fluorescence due to the quenching effect from the electron-rich ${\alpha}$-nitrogen of the azido group but the dendrimers fluoresced due to the elimination of the quenching through the formation of the triazole ring.