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The Creation of New pi-Electron Systems with Novel Properties and Functionality

具有新颖特性和功能的新型π电子系统的创建

基本信息

批准号：
05403007
负责人：
ODA Masaji
金额：
$ 22.66万
依托单位：
Osaka University
依托单位国家：
日本
项目类别：
Grant-in-Aid for General Scientific Research (A)
财政年份：
1993
资助国家：
日本
起止时间：
1993 至 1995
项目状态：
已结题

项目摘要

In order to make new insights and developments in the chemistry of pi-conjugated molecules, we planned and developed the following studies.1. It may be a plausible way to find out something new chemistry on known pi-systems of rather small molecules and to develop the results into new type of compounds. In this regard, we examined alkali metal reduction of pentafulvenes having leaving group (s) at the exomethylene carbon and obtained very interesting results. These results bore fruit of new rich chemistry of fulvene oligomers.2. pi-Systems incorporating elements other than usual hetero-atoms, such as metal atoms, would greatly expand the field and possibility of the chemistry of pi-systems. We successfully synthesized optically active aryl boranes and stananes and studied their conformational behaviors and possible use as chiral chirating agents. We have also succeeded in the generation of ground state triplet organoboranes.3. We have been successful in the syntheses of oligothienyl-pe … More ntafulvenes and -heptafulvenes up to tetramers which show interesting redox porperties. We have also developed the quite a new chemistry of trimethylenemethanes extended with aromatic rings. These pi-systems of medium molecular weight (extended pi-systems) would promise fruitful chemistry and we are continuing active investigations.4. To develope new groups of extended pi-systems, it is important to devise new synthetic ways of good applicability. We especially studied multiply regioselective lithiation of aromatic compounds to use them as building blocks, obtained interesting results, and applied them to the syntheses of oligofulvenes and extended trimethylenemethanes.5. Extended pi-systems usually absorb visible light due to their wide conjugation, and their radical and ionic species can be stabilized to some extent ; thus they are interesting from physicochemical point of view too. Some of the extended trimethylenemethanes we synthesized absorb strongly light of 1060 nm in the near-infrared region. Recently we have been also developing a number of multiplet molecules which are of interest from the view point of organoferrimagnetism.Based on these findings we expect further development of the present project. Less

为了在π共轭分子的化学中取得新的见解和发展，我们计划并开展了以下研究。这可能是一种合理的方法，可以在已知的小分子π系统上发现一些新的化学物质，并将结果开发成新型化合物。在这方面，我们研究了在外亚甲基碳上具有离去基团的五富烯的碱金属还原，并获得了非常有趣的结果。这些结果为富烯齐聚物的化学研究提供了新的丰富的成果.π-体系中除了通常的杂原子，如金属原子，还包含其他元素，这将极大地扩展π-体系化学的领域和可能性。我们成功地合成了具有光学活性的芳基硼烷和芳基锡烷，并研究了它们的构象行为和作为手性手性试剂的可能用途。我们还成功地生成了基态三重态的有机硼烷。我们成功地合成了低聚噻吩基聚乙烯 ...更多信息正富烯和正七富烯直至四聚体，其显示出令人感兴趣的氧化还原性质。我们还开发了一种新的含芳环的三亚甲基甲烷化学。这些中等分子量的π-系统（扩展的π-系统）将承诺富有成效的化学，我们正在继续积极的研究。为了开发新的扩展π系统群，设计新的适用性强的合成方法是很重要的。我们特别研究了芳香族化合物的多重区域选择性锂化反应，得到了有趣的结果，并将其应用于寡富烯和扩链三亚甲基甲烷的合成.扩展π-系统通常吸收可见光，由于其广泛的共轭，和他们的自由基和离子物种可以在一定程度上稳定，因此，他们是有趣的物理化学的角度来看。我们合成的一些扩展的三亚甲基甲烷在近红外区域强烈吸收1060 nm的光。最近我们也发展了许多从有机铁磁性观点来看令人感兴趣的多重态分子，基于这些发现，我们期望本计画有进一步的发展。少