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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 44, Number 6
JKCSEZ 44(6)
December 20, 2000 

"Synthesis and Characterization of Two Different 1,3-Dithiole-2-thiones as the Precursors of TTF Donor Molecule"

"TTF 주게분자의 전구체로서 두 가지 다른 1,3-Dithiole-2-thione 화합물의 합성 및 특성화"
Young-Youn Kim, Ha-Jin Lee, Sung Keon Namgoong, Jongki Hong , Dong-Youn Noh

김영윤, 이하진, 남궁성건, 홍종기, 노동윤
TTF (tetrathiafulvalene) 유도체의 전구체로서 5,6-dimethyl-1,3-dithiolo[4,5-b][1,4]dithiin-2-thione (화합물 3)을 로손반응에 의하여 합성하였다. 치환기의 종류에 따라 1,4-dithiin이나 티오펜이 포함된 두 가지의 서로 다른 생성물이 얻어졌고, 이들은 13C NMR과 고 분해능 전자충돌(HREI) 질량분석 분광학으로 특성화하였다. 화합물 3의 합성은 X-선 구조분석으로도 확인되었다. 결정학적 자료: 삼사정계, 공간군 P1, a=4.145(2)Å, b=10.600(2)Å, c=12.279(2)Å, α=71.440(10)°, β=84.30(2)°, γ=87.31(2)°, Z=2, R(wR₂)=0.0559(0.1416). 두 가지 생성물의 생성 기구를 비교하여 설명하였다.

As a precursor of tetrathiafulvalene (TTF) derivative, 5,6-dimethyl-1,3-dithiolo[4,5-b][1,4]dithiin-2-thione (compound 3) was synthesized by the unusual Lawesson’s reaction. Depending upon the substituents such as dimethyl and diphenyl groups, two different products containing 1,4-dithiin and thiophene moieties, respectively, were obtained and characterized by 13C NMR and high-resolution electron impact (HREI) mass spectroscopy. The formation of 3 was further characterized by X-ray structure analysis. Crystallographic data for 3: triclinic, space group P1, a=4.145(2)Å, b=10.600(2)Å, c=12.279(2)Å, α=71.440(10)°, β=84.30(2)°, γ=87.31(2)°, Z=2 and R(wR₂)=0.0559(0.1416). The formation mechanism of two products was suggested and compared each other.

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