论文部分内容阅读
4,4′-二烷基-4-乙炔基联环己烷(1)和它的偶联衍生物1,4-双((4,4′-二烷基-联环己)-4-基)丁二炔(2)、1,4-双(2-((4,4′-二烷基-联环己)-4-基)乙炔基)芳烃(3)是具有某种特性的重要液晶化合物。文章介绍了以4,4′-二烷基联环己基-4-甲腈(4)为起始原料的化合物的合成。首先,化合物(4)与甲基锂发生加成反应,水解后制得关键中间体甲基酮化合物(5),接着甲基酮化合物(5)与格氏试剂在特定的条件下反应,高收率地制得炔类化合物(1),关于本反应可能的机理文中也进行了阐述。化合物(1)通过氧化自偶联制得化合物(2)。化合物(1)与二卤代芳烃在Pd(0)催化系统下发生偶联制得化合物3,这些化合物的制备具有短的合成步骤和高的反应收率,是高效的合成方法;其中化合物(1)的制备方法从未见诸于以前的任何文献报道。
4,4’-dialkyl-4-ethynylbicyclohexyl (1) and its coupling derivative 1,4-bis ((4,4’-dialkyl-bicyclohexyl) -4- (2) 1,4-bis (2 - ((4,4’-dialkyl-bicyclohexy) -4-yl) ethynyl) arene (3) Important liquid crystal compounds. The article describes the synthesis of compounds starting from 4,4’-dialkylbicyclohexyl-4-carbonitrile (4). First, the compound (4) undergoes addition reaction with methyllithium to give the key intermediate methylketone compound (5) after hydrolysis, and then the methylketone compound (5) reacts with the Grignard reagent under specific conditions and high The acetylenic compound (1) is obtained in a yield, and the possible mechanism of this reaction is also described in the text. Compound (1) is self-coupled by oxidation to give compound (2). Compound (1) can be coupled with dihaloaromatic hydrocarbon under Pd (0) catalysis system to prepare compound 3. These compounds are prepared efficiently with short synthesis steps and high reaction yield. Compound (1) 1) has never been seen in any previous literature.