Syntheses and Applications of Nonplanar Polycyclic Aromatic Compounds

非平面多环芳香族化合物的合成及应用

• 批准号: 0909613
• 负责人: Kung Wang
• 金额: $ 37.5万
• 依托单位: West Virginia University Research Corporation
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2009
• 资助国家: 美国
• 起止时间: 2009-08-15 至 2013-07-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0909613&HistoricalAwards=false
• 关键词: Syntheses; Applications; Nonplanar; Polycyclic; Aromatic

This project involves the use of the cascade cyclization reactions of the highly unsaturated benzannulated enyne-allenes as a key step for the synthesis of bowl-shaped (buckybowls) and basket-like (buckybaskets) polycyclic aromatic compounds. The overall strategy involves first constructing precursors containing multiple tetrahedral sp3-hybridized carbons. The presence of these tetrahedral sp3-hybridized carbons causes several parts of the molecules to be in close proximity to one another, allowing further connections to form carbon-carbon bonds by mild solution-phase chemistry leading to buckybowls and buckybaskets. A success of the proposed synthetic schemes would provide easy access to a variety of such compounds not readily accessible by other methods. In addition, helical heteroaromatic compounds will also be synthesized for helical supramolecular assemblies and asymmetric catalysis.With this award the Organic and Macromolecular Chemistry Program is supporting the research of Professor Kung K. Wang of the Department of Chemistry at West Virginia University. Professor Wang's research efforts have focused on the use of unsaturated systems for the construction of nonplanar organic molecules having unusual architectures. Many of these molecules could possess interesting material properties or biological activities. Successful development of the synthetic methodology will have an impact on the manufacturing processes of the chemical and pharmaceutical industries.

该项目涉及使用的级联环化反应的高度不饱和benzannulated烯炔联烯作为一个关键步骤的碗状（巴基碗）和篮状（巴基篮）多环芳香族化合物的合成。 总体策略包括首先构建含有多个四面体sp3杂化碳的前体。 这些四面体sp3杂化碳的存在导致分子的几个部分彼此非常接近，允许通过温和的溶液相化学进一步连接以形成碳-碳键，从而导致巴基碗和巴基篮。 所提出的合成方案的成功将提供容易获得通过其他方法不容易获得的各种这样的化合物。 此外，螺旋杂芳族化合物的合成也将用于螺旋超分子组装和不对称催化。西弗吉尼亚大学化学系的王教授说。王教授的研究工作主要集中在使用不饱和体系来构建具有不寻常结构的非平面有机分子。 这些分子中的许多可能具有有趣的材料性质或生物活性。 合成方法的成功开发将对化学和制药工业的制造过程产生影响。