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首页> 外文期刊>Chemistry: A European journal >Ultralong carbon-carbon bonds in dispirobis(10-methylacridan) derivatives with an acenaphthene, pyracene, or dihydropyracylene skeleton
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Ultralong carbon-carbon bonds in dispirobis(10-methylacridan) derivatives with an acenaphthene, pyracene, or dihydropyracylene skeleton

机译：具有螺ena，并四苯或二氢次萘骨架的双螺双（10-甲基ac啶）衍生物中的超长碳-碳键

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摘要

Acenapthalene, pyracene, and dihydropyracylene attached to two units of spiroacridan are a novel class of hexaphenylethane (HPE) derivatives that have an ultralong C-sp3-C-sp3 bond (1.77-1.70 angstrom). These sterically challenged molecules were cleanly prepared by C-C bond formation through two-electron reduction from the less-hindered dications. These ultralong bonds were realized based on several molecular-design concepts including enhanced "front strain" through "multiclamping" by means of fusing or bridging aryl groups in the HPE molecule. The lengths of these ultralong bonds and their relation to the conformation (torsional angle) were also validated by means of theoretical calculations. Bond-fission experiments revealed that the bonds are more easily cleaved than standard covalent bonds to produce the corresponding dication upon oxidation with an increase in the length of the C-C bond.
机译：连接到螺菌cri啶两个单元上的庚烯，并四苯和二氢次萘基是一类新型的六苯基乙烷（HPE）衍生物，具有超长C-sp3-C-sp3键（1.77-1.70埃）。这些空间挑战的分子是通过从较不受阻碍的指示通过双电子还原形成C-C键来干净地制备的。这些超长键是基于几种分子设计概念而实现的，这些概念包括通过融合或桥接HPE分子中的芳基来增强通过“多钳位”的“前应变”。这些超长键的长度及其与构象的关系（扭转角）也通过理论计算得到了验证。结合裂变实验表明，与标准共价键相比，该键更容易断裂，从而在氧化时随着C-C键长度的增加产生相应的指示。

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