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Molecular Orbital Consideration of the Conformation of Chloramphenicol
채영복,조웅인,전무식,Chae, Yung Bog,Cho Ung In,Jhon Mu Shik Korean Chemical Society 1972 대한화학회지 Vol.16 No.6
Choloramphenicol분자에는 threo 및 erythro의 conformational isomer가 있고 biological activity가 아주 상이하여 threo(-)꼴만 biological activity가 있다. extended Huckel 이론을 사용 이들 분자들의 conformation을 계산하여 상기의 차이점의 이론적 설명을 꾀하였다. Chloramphenicol molecule has an asymmetric carbon, so it has conformational isomer, namely, threo and erythro form. These two forms have great difference in biological activity, that is, only threo (-) form has biological activity. Semiempirical quantum mechanical treatments are applied to these molecules to explain the difference, using the extended Huckel theory. The theoretical predictions for the preferred conformation are in good agreement with the experimental results.
The Mechanism in the Photolysis of 5-Phenyl-tetrazole Derivatives
채영복,장경수,김성수,Chae, Young-Bok,Chang, Kyung-Soo,Kim, Sung-Soo Korean Chemical Society 1967 대한화학회지 Vol.11 No.3
5-Phenyl-tetrazole은 光分解하면 질소 한 分子를 放出하며 1,3-dipole인 C-phenyl-nitrilei-mine을 形成한다. 그러나 이때 dipolarphile의 存在下에서 1,3-dipole-cyclo-addition은 일으키지 않으며 二重合體인 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine(III)을 거쳐 最終産物로서 3,6-diphenyl-1,2,4,5-tetrazine(IV), 2,5-diphenyl-1,2,4-triazole, 4-amino-3,5-diphenyl-1,2,4-triazole, benzonitrile, ammonia 그리고 nitrogen을 生成한다. The main object of this experiment is to provide a systematic approach to the reaction mechanism in the photolysis of 5-phenyl-1,2,3,4-tetrazole during which the formation of C-phenyl-nitrile-imine of 1.3-dipole was expected. So the occurrence of 1,3-dipole-addition was examined but not observed despite the formation of nitrile-imine. 3,6-diphenyl-1,2,4,5-tetrazine (IV); 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine (III); 3,5-diphenyl-1,2,4-triazole; 4-amino-3,5-diphenyl-1,2,4-triazole; benzonitrile; ammonia and nitrogen were isolated as final products of this reaction.