102. Conjugated cyclic hydrocarbons and their heterocyclic analogues. Part II. The condensation of azulenes with homocyclic and heterocyclic aromatic aldehydes in the presence of perchloric acid
102. Conjugated cyclic hydrocarbons and their heterocyclic analogues. Part II. The condensation of azulenes with homocyclic and heterocyclic aromatic aldehydes in the presence of perchloric acid
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102.共轭环烃及其杂环类似物。
DOI：
10.1039/jr9600000494
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发表时间：
1960
期刊：
影响因子：
--
通讯作者：
D. Reid
中科院分区：
文献类型：
--
作者：
E. C. Kirby;D. Reid
在70%的高氯酸存在下，同环和杂环的芳香醛以及某些蔚蓝醛与蔚蓝缩合生成1-(R-亚甲基)高氯酸偶氮。指出了天青核中的烷基取代基对(I)高氯酸盐的稳定性和(Ii)天青醛的反应性的影响。报道了几种1-羟甲基杂氮唑盐的制备方法，在前文中发现愈创木(Z，4-二甲基-7-异丙基天青)(I)在含无水氯化氢的乙醚中与许多芳香醛缩合生成芳基亚甲基偶氮氯化物(11；X=Cl)。产物(11)为盐类物质，溶于极性溶剂，如丙酮和醋酸，不溶于乙醚。
Homocyclic and heterocyclic aromatic ddehydes, and certain azulene aldehydes, condense with azulenes in the presence of 70% perchloric acid to form 1-(R-methy1ene) azulenium perchlorates. The influence of alkyl substituents in the azulene nucleus on (i) the stability of the perchlorates,(ii) the reactivity of the azulene aldehydes, is noted. The preparation of several 1-hydroxymethylencazulcnium perchlorates is described.IN a previous paper it was shown that guaiazulene (Z, 4-dimethyl-7-isopropylazulene)(I) condenses with many aromatic aldehydes in ether containing anhydrous hydrogen chloride to give arylmethyleneguaiazulenium chlorides (11; X= Cl). The products (11) are saltlike substances, soluble in polar solvents, eg, acetone and acetic acid, insoluble in ether