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제108회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Colorimetric probe-based high throughput screenung method for catalyzed cross-coupling reactions

2011년 8월 5일 16시 37분 05초
ORGN-5 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
목 16시 : 00분
유기화학 - Recent Trends in Organic Chemistry
저자 및
중앙대학교 화학과, Korea
Catalyzed cross-coupling reactions are among the most important tools in organic synthesis, the pharmaceutical industry, and materials science. Recently, newly developed catalytic systems have been reported in coupling reactions such as Suzuki, Stille, Heck, Sonogahira, Hiyama, alpha-arylation and Buchwald-Hartwig amination. Developing an efficient catalytic system requires costly and time-consuming trial and error and consideration of numerous variables, including catalyst, ligand, base, additive, solvent, equivalents and temperature. To overcome this problem, high-throughput screening methods are used to screen activitties of catalysts.. The major advantage of HTS is its more rapid monitoring of chemical transformations. As analytic methods, gas chromatography (GC), high performance liquid chromatography (HPLC), mass spectrometry (MS),[6] infrared spectroscopy (IR), colorimetry, and fluorescence spectroscopy are currently employed. Recently, Hartwig, Taran and Rozhkov independently reported fluorescent screening methods for palladium-catalyzed C-C bond formation. However, these methods have the disadvantage of allowing HTS of variable parameters within the target reaction only, so that the target materials have to be synthesized for the screening of the coupling reactions to be viable. Therefore, the development of more general and simple methods to apply to all types of coupling reactions is desired. Recently, we developed simple methods to evaluate the efficency of C-C, C-N, C-S, and C-O coupling reactions based upon colorimetric probes for I-. These methods are that it does not require synthesis of a specific sensing substrate for screening each target coupling reaction. In addition, this assay showed high tolerance of the functional groups of substrates, metals in nucleophiles, bases, and solvents. The details results will be presented.