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首页> 外文期刊>Chemistry: A European journal >Axially Chiral Facial Amphiphiles with a Dihydronaphthopentaphene Structure as Molecular Tweezers for SWNTs
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Axially Chiral Facial Amphiphiles with a Dihydronaphthopentaphene Structure as Molecular Tweezers for SWNTs

机译：轴向手性面部两亲与二氢萘opentaphene结构作为SWNTs的分子镊子。

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摘要

Syntheses of chiral 6,15- dihydronaphthoACHTUNGTRENUNG[2,3-c]pentaphene derivatives of opposite configurations are reported. Starting from anthracene, the strategy involves two key steps: a Diels–Alder reaction on a prochiral dianthraquinone, and an enantiomeric resolution using ()-menthol. The final molecules exhibit very strong optical activity, as shown by their circular dichroism spectra, and are examples of chiral facial amphiphiles. Their adsorption at the surface of single-walled carbon nanotubes (SWNTs) has also been studied, and has been found to occur preferentially on 0.8–1.0 nm diameter nanotubes among the population of a high-pressure CO conversion (HiPco) SWNT sample (0.8–1.2 nm). The synthesised facial amphiphiles act as nano-tweezers for the diameter-selective solubilisation of SWNTs in water. The expected optical activities of the SWNT samples solubilised by each of the chiral amphiphiles have been studied by circular dichroism spectroscopy, but the results are not yet conclusive.
机译：报道了相反构型的手性6，15-二氢萘ACHTUNGTRENUNG [2，3-c]五苯衍生物的合成。从蒽开始，该策略涉及两个关键步骤：前手性双蒽醌的Diels-Alder反应，以及使用（）-薄荷醇的对映体拆分。最终分子表现出非常强的光学活性，如其圆二色性光谱所示，并且是手性两亲物的例子。还研究了它们在单壁碳纳米管（SWNTs）表面上的吸附，发现在高压CO转换（HiPco）SWNT样品种群中，它们优先出现在直径0.8-1.0 nm的纳米管上（0.8 –1.2 nm）。合成的面部两亲物充当纳米镊子，用于SWNTs在水中的直径选择性增溶。已通过圆二色性光谱研究了每个手性两亲物溶解的SWNT样品的预期光学活性，但结果尚无定论。

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