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Syntheses and Properties of Allene・Cumulene Compounds Connecting with Non-benzenoid Aromatics

非苯环芳烃连接的丙二烯·累积烯化合物的合成及性能

基本信息

批准号：
61470022
负责人：
TODA Takashi
金额：
$ 4.48万
依托单位：
Utsunomiya University
依托单位国家：
日本
项目类别：
Grant-in-Aid for General Scientific Research (B)
财政年份：
1986
资助国家：
日本
起止时间：
1986 至 1988
项目状态：
已结题

项目摘要

The purpose of our project is to synthesize cumulated compounds which possess conjugate system with non-benzenoid aromatics such as cycloheptatrienylidene, cyclopentadienylidene or cyclopropenylidenes, and to investigate chemical and physical properties of those novel conjugate compounds.For this, arylcycloheptatrienylidene-ethenes were synthesized and it was found that those compounds readily gave three different kinds of dimer which properties were also investigated.Some cyclopentadienylideneethenes have been reported, but their thermal unstability did not allow detailed studies. We found that substitution of hydrogen atom at the C-1 position by bromine atom makes those system stable and some cyclopentadienylidene-ethenes were obtained. Several physical properties and thermal dimerization reactions of the cyclopentadienylidenes including some arylallene derivatives were investigated. As the results, the dimerization mechanisms are established.Syntheses of cyclopropenylidene derivatives have not been succeeded yet. Further attempts will be made in feature. Additional research has been done about reactions of diphenylcyclopropenone with hydrazines and multiple reactivities of this system has been explored to give pyrazole derivatives via cinnamhydrazides and also styrilformazan derivatives.Several pyrene derivatives and benz[a]indeno[1,2,3-cd]azulene derivatives were synthesized and their chemical properties were investigated as new materials for complex formation and for arylallene derivatives' syntheses.

本课题的目的是合成具有非苯型芳环共轭体系的累积化合物，如环庚三烯叉、环庚三烯叉或环丙烯叉，并研究这些新型共轭化合物的化学和物理性质。亚芳基环庚三烯基合成了乙烯类化合物，发现这些化合物容易生成三种不同的二聚体，并对其性质进行了研究。已经报道了环戊二烯基亚乙烯，但是它们的热不稳定性没有允许详细的研究。我们发现溴原子取代C1位氢原子使体系稳定，并得到了一些环戊二烯叉乙烯。研究了含芳基丙二烯衍生物的环戊二烯基衍生物的物理性质和热二聚反应。结果表明，环丙烯叉衍生物的二聚反应机理是成立的。将在功能上做进一步的尝试。对二苯基环丙烯酮与肼的反应作了进一步的研究，探索了该反应体系经肉桂酰肼合成吡唑衍生物和苯乙烯甲衍生物的多种反应性，合成了几种芘衍生物和苯并[a]茚并[1，2，3-cd]甘菊环衍生物，并研究了它们的化学性质，为配合物的合成和芳基联烯衍生物的合成提供了新的材料。