1-12-2-3-10-11-TRIBENZOPERYLENE

1-12-2-3-10-11-TRIBENZOPERYLENE
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DOI:
10.1039/jr9580001861
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发表时间:
1958-01-01
期刊:
JOURNAL OF THE CHEMICAL SOCIETY
影响因子:
--
通讯作者:
ZANDER, M
ZANDER, M
中科院分区:
其他
文献类型:
--
作者:
CLAR, E;ZANDER, M

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介绍了一种改进的2:1 - 10:1 -二苯并苝(11)的合成方法。这很容易与马来酸酐反应生成加合物(111),该加合物脱氢生成酸酐(IV)。脱羧得到三苯并苝(V)。这种碳氢化合物异常低的反应活性与式(Va)有关,它完全由准单键连接的苯甲酸环组成。以9:9′-二苯并苯基(I)为原料,在氯化钠-氯化铝熔体中制得2:3 -10:~~-二苯并苝(11)。然而,这种方法的产率很低,有时甚至完全失败。用氯化铝和氯化锡作为脱氢剂,在煮沸的苯中进行环化反应,产率不低于50%。
An improved synthesis of 2: 3-10: ll-dibenzoperylene (11) is described. This reacted easily with maleic anhydride to give the adduct (111) which was dehydrogenated to the anhydride (IV). Decarboxylation yielded the tribenzoperylene (V). The unusually low reactivity of this hydrocarbon is related to formula (Va), which consists exclusively of benzenoid rings interlinked by quasi-single bonds.2: 3-10:~~-DIBENZOPERYLENE (11) was obtained from 9: 9’-diphenanthryl (I) in a sodium chloride-aluminium chloride melt. 1 However the method gives very low yields and sometimes fails completely. 2 We obtained yields of not less than 50% when the cyclisation was carried out in boiling benzene with aluminium chloride and stannic chloride as dehydrogenating agent.