FLUOROUS REAGENTS IN TRADITIONAL/COMBINATORIAL SYNTHESIS

传统/组合合成中的氟试剂

• 批准号: 6018609
• 负责人: DENNIS P CURRAN
• 金额: $ 23.39万
• 依托单位: UNIVERSITY OF PITTSBURGH AT PITTSBURGH
• 依托单位国家: 美国
• 财政年份: 1984
• 资助国家: 美国
• 起止时间: 1984-04-01 至 2000-07-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/6018609
• 关键词: antiviral agents; chemical group; chemical structure function; chemical synthesis; combinatorial chemistry; fluosol; halocarbon compound; method development; organometallic compounds; phase change; physical separation; stereochemistry; tin

DESCRIPTION: The goal of this grant is to develop general new methods for both traditional and combinatorial synthesis that use phase separation techniques for purification. The principal investigator notes that the fluorocarbon fluid (or fluorous) phase is introduced as a neglected phase that can be combined with the traditional phases - solid, gas, organic, and water - to provide simple new options to synthesize organic molecules. It is stated that the synthesis of a new class of fluorous tin reagents is proposed, and the uses of the reagents in both traditional and combinatorial synthesis are developed. The reagents include tin hydrides, aryl and allyltins, and ditins. All bear long perfluorocarbon tails (to confer fluorous solubility) and hydrocarbon spacers between the tin and the tails (to maintain normal reactivity). It is noted that in appropriate solvents like benzotrifluoride, the reagents behave like normal organic compounds, yet they can still be separated from other classes of organic compounds by liquid-liquid extraction. The principal investigator indicates that the chemistry is presented as a prototype for development of reagents of a new type of combinatorial synthesis. He goes on to say that in this new combinatorial method, the substrate is in the organic liquid phase (not the solid phase) and it is separated from other reaction components which are all gases, solids (polymer bound reagents), or are soluble in water or fluorous phases and that in the long term, simultaneous, parallel, multistep synthesis should be possible without chromatography. It is also noted that the fluorous concept is also extended to fluorous substrates, and this provides new options for combinatorial chemistry. The principal investigator indicates that work in this area is designed to provide "demonstration" experiments (proofs of principle) of both new liquid-liquid phase separation techniques, and new fluorous chromatographic techniques. It is noted that experiments use new fluorous silyl groups and are fashioned after important traditional and combinatorial reactions (like the Ugi and Biginelli reactions) to provide a basis for comparing the new methods with existing ones.

描述：这笔赠款的目的是开发一般的新方法 使用相位分离的传统和组合合成 纯化技术。 主要调查员指出 引入氟化合物液（或荧光）相的阶段。 可以与传统阶段结合 - 固体，气体，有机和 水 - 提供简单的新选择来合成有机分子。 据说，新的一类新的易流锡试剂的合成是 提出的，以及在传统和组合中的试剂的用途 合成是开发的。 试剂包括锡氢化物，芳基和 烯丙基和丁丁。 所有都带有长氟化合物的尾巴（授予 易于溶解度）和锡和尾巴之间的碳氢化合物垫片 （维持正常的反应性）。 注意，在适当的溶剂中 像苯并三氟化物一样，试剂的行为就像普通的有机化合物一样， 然而，它们仍然可以通过其他类别的有机化合物分离 液 - 液体提取。 主要调查员指出 化学作为开发新试剂的原型 组合合成的类型。 他继续说这是新的 组合方法，底物处于有机液相（不是 固相），它与其他反应成分分开 所有气体，固体（聚合物结合的试剂），或可溶于水或 荧光相位，从长远来看，同时，平行，多步骤 没有色谱，应进行合成。 还注意到，荧光概念也扩展到易流量 底物，这为组合化学提供了新的选择。 这 主要研究人员指出，该领域的工作旨在 提供两个新的“演示”实验（原理证明） 液 - 液相分离技术和新的荧光色谱法 技术。 注意到，实验使用了新的易流晶硅烷基团，并且 以重要的传统和组合反应为例（例如 UGI和Biginelli反应）为比较新的基础 现有方法。