Unusual Reactivity of Bent Acenes: Reactions of [6](1,4)Naphthalenophane and [6](1,4)Anthracenophane with Electrophiles
Unusual Reactivity of Bent Acenes: Reactions of [6](1,4)Naphthalenophane and [6](1,4)Anthracenophane with Electrophiles
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弯曲并苯的异常反应性：[6](1,4)萘芬和[6](1,4)蒽芬与亲电子试剂的反应
DOI：
10.1021/ja00035a049
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发表时间：
1992
影响因子：
15
通讯作者：
K. Kakiuchi
中科院分区：
文献类型：
--
作者：
Y. Tobe;A. Takemura;M. Jimbo;Tohru Takahashi;K. Kobiro;K. Kakiuchi
[6]（1，4）萘并吡喃（2）和[6]（1，4）蒽并吡喃（3）是迄今已知的桥连最小的蒽并吡喃，它们在亲电反应中具有不寻常的反应活性。这些反应包括（i）酸催化的调聚，（ii）过酸氧化，和（iii）与亲二烯体的加成。采用半经验分子轨道计算（MNDO和MNDO/PM 3）比较了2和3与[6]对环芳烷（1）的几何构型、能量和成键特征。
The unusual reactivity of [6](1,4)naphthalenophane (2) and [6](1,4)anthracenophane (3), the smallest-bridged acenophanes hitherto known, in electrophilic reactions has been disclosed. These reactions include (i) acid-catalyzed telomerization, (ii) peracid oxidation, and (iii) addition with dienophiles. Semi-empirical molecular orbital calculations (MNDO and MNDO/PM3) were performed in order to compare the geometries, energies, and bonding characters of 2 and 3 with those of [6]paracyclophane (1)