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1,4-Bisdiazo-2-butene의 合成과 그 化學的 性質의 硏究
이학기,Hak-Ki Lee 대한화학회 1969 대한화학회지 Vol.13 No.4
Synthesis and chemical properties of 1,4-bisdiazo-2-butene have been studied. 1,4-Bisdiazo-2-butene which was very unstable produced in protic solvents 1,3-butadiene and one unidentified substance instead of ring compounds. The reaction in aprotic solvents remains for further investigations.
小員環 化合物에 關한 硏究 (II) 2-Butenedial Ditosylhydrazone 熱分解에 있어서의 Tetrahedrane 生成에 關하여
이학기,Hak-Ki Lee 대한화학회 1969 대한화학회지 Vol.13 No.4
trans-1, 4-Dideutero-2-butenedial ditosylhydrazone has been synthesized to investigate the path of the acetylene formation in the pyrolysis of the dry lithium salt. Mass spectra showed that three isotope isomers of acetylene which might come from the strained ring compound, tricyclo[1, 1, 0, ?$0^{2, 4}$] butane, were formed.
이학기,임용진,최정도,Lee Hak-ki,Lim Yong Jin,Choi Jung Do 대한화학회 1974 대한화학회지 Vol.18 No.3
저자들은 tetrahedrane생성의 전구체인 t-butenedial bistosylhydrazone의 입체적인 구조를 연구할 목적으로 이의 유사한 구조인 ${\alpha},{\beta}$위치에 이중결합을 가지고 있는 몇 가지 phenylhydrazone을 합성하고 이들의 형태 및 배위를 nmr spectra의 해석으로부터 구명했다. 벤젠용매와 aliphatic solvent(CC14, DMSO)에서의 chemical shift의 차이로 부터 이들 물질이 syn-configuration을 가지고 있음을 알았으며 spin-spin coupling constant 로부터 이들 물질의 형태를 고찰하였다. Conformations and cofigurations were studied for some ${\alpha},{\beta}$-unsaturated phenylhydrazones which have similar structures to the stucture of butenedial bistosylhydrazone, a precursor of tetrahedrane, by the analysis of their nmr spectra. The chemical shift difference between two solvents, benzene and aliphatic solvents, was applied for the assigning syn and anti structures of phenylhydrazone isomers as a convenient method. In this work, it was found that the phenylhydrazones have syn configurations and also found that the dihedral angles of $CH_a-CH_b$ are around $150^{\circ}$ at room temperature from the the interpretation of the vicinal spin-spin coupling constants. These results were discussed in concerning with their conformations.
小員環 化合物에 關한 硏究 (I) 2-Butenedial Ditosylhydrazone의 熱分解에 關하여
이학기,Hak-Ki Lee 대한화학회 1969 대한화학회지 Vol.13 No.4
The synthesis and pyrolysis of trans-2-butenedial ditosylhydrazone with sodium methoxide in aprotic solvents have been studied to investigate the products of pyrolysis. The pyrolysis of dry lithium salt of tosylhydrazone also has been made, one of its products was acetylene which might come from a certain strained ring compound.
이학기,임용진,민경은,최흥진,Hak-Ki Lee,Yong Jin Lim,Kyung Eun Min,HeungJin Choi 대한화학회 1984 대한화학회지 Vol.28 No.6
We obtained fast dyed polypropylene fiber, which has no functional group to be dyed, by producing a carbene on the dye molecule by the pyrolysis of lithium salt of dye molecule-tosylhydrazone, then the carbene simultaneously inserted into a C-H bond of polypropylene. To investigate the possibility of actual use in the industry, a variety of reactive azo dyes were prepared from aldehyde, acetophenone and benzophenone derivatives by changing reactive site of precursors which greatly affected properties of dyes. Reactive dyes of the benzophenone derivatives were excellent in the reaction with polypropylene, especially, a dye prepared from chloroaminobenzophenone with N,N-dimethyl aniline was found most excellent. 難染性纖維인 폴리프로필렌用 反應性染料를 開發하기 위하여 反應部位로서 카르벤을 染料에 生成케하여 폴리프로필렌의 C-H結合에 揷入反應을 시켜 堅固한 染着物을 얻을 수 있었다. 反應性카르벤染料의 前驅體로서 알데히드係, 메틸케톤係 및 페닐케톤係 反應性染料를 合成하고 카보닐基에 토실히드라진 및 부틸리튬을 各各 作用하여 各種染料의 토실히드라존리튬鹽을 만들어 폴리프로필렌상에서 加熱分解시킴으로써 染料分子에 生成된 카르벤이 폴리프로필렌에 共有結合을 하여 染着하였다. 여기에서 合成한 各種 카르벤染料들은 카르벤이 生成되는 隣接位에 있는 置換基의 種類와 位置에 따라 反應性에 差異點을 나타내었다. 특히 페닐케톤係 反應性染料가 反應性이 優秀하였으며 이들 페닐케톤係 反應性染料의 前驅體中에서도 클로로基를 가지는 클로로아미노벤조페논으로부터 合成한 染料가 他에 비해 反應性이 良好하였다.
Conjugated Oxime의 立體構造에 關한 硏究 (第1報). 2-Butenedialdioxime의 合成 및 NMR에 依한 cis-Isomer의 Conformation 決定
홍영석,이학기,박병각,Hong Young-Suek,Lee Hak-Ki,Park Byung Kack 대한화학회 1975 대한화학회지 Vol.19 No.1
매우 不安定한 中間生成物인 2-butenedial을 거쳐서 cis- 및 trans-2-utenedialdioxime을 合成하고, cis-이성질체의 형태(conformation)를 決定하였다. 1,4-dideutero- 및 1-deutero-cis-2-butenedialdioxime의 NMR 解析에 依해서 目的物의 형태가 아래와 같은 非對稱構造임을 밝혔다. cis-and trans-2-butenedialdioximes are synthesized via 2-butenedials, very unstable precursors, and the conformation of the cis-isomer of those compounds is determined by the NMR spectra of 1,4-dideutero-and 1-deutero-cis-2-butenedialdioximes; it is certain that the conformation has an unsymmetrical structure as shown below.