亚卟啉的研究进展 |
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引用本文: | 蒋华卫,肖吉昌.亚卟啉的研究进展[J].有机化学,2009,29(11):1750-1755. |
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作者姓名: | 蒋华卫 肖吉昌 |
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作者单位: | 中国科学院上海有机化学研究所有机氟化学重点实验室,上海,200032 |
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基金项目: | 国家自然科学基金,中国科学院百人计划资助项目 |
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摘 要: | 自2006年亚卟啉首次成功合成以来,其研究逐渐引起了化学家们的重视。随着新的合成方法的出现,含有不同取代基的亚卟啉不断被合成出来。最近报道的通过扩展卟啉的裂解反应制备亚卟啉的方法不但反应新奇,而且效率较高。通过系统的研究发现,亚卟啉是碗状的分子,具有14π的共轭大环结构。亚卟啉与普通卟啉有着许多不一样的性质,如在更高的能量上有紫外可见吸收,有强的荧光效应,而且有较强的meso位取代基效应等等。四轨道模型、理论计算以及单晶结构能够很好地解释亚卟啉与卟啉的这些性质差异。通过偶联反应, meso位苯基的对位取代基为胺基、寡聚的苯基炔基或树突状的咔唑臂的特殊亚卟啉化合物被成功合成。性质测试表明,由于meso位的取代基效应,这些修饰过的亚卟啉在双光子吸收,荧光效应,能量转移等方面具有优异的性能,在电子学、光学上有着潜在的应用前景。
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关 键 词: | 亚卟啉 荧光 双光子吸收 能量转移 四轨道模型 二氢亚卟啉 |
收稿时间: | 2008-12-05 |
修稿时间: | 2009-04-20 |
Recent Progress on Subporphyrins |
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Institution: | (Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032) |
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Abstract: | Since the first synthesis of tribenzosubporphine in 2006, the chemistry of subporphyrins has attracted great interest. Recently, many methods have been developed to synthesize multiple-substituted subporphyrins. It is notable that the preparation of subporphyrin through the metathesis of expanded porphyrin is an effective way. Subporphyrin possesses a 14π conjugation system and C3 symmetric bowl arrangement. The properties of sub-porphyrins such as UV-Vis spectra, fluorescence and substituent effects, are much different from those of normal porphyrins, which can be well explained by four obitals model, theoretical calculations and single crystal X-ray analysis. The subporphyrins bearing large meso-aryl groups exhibited some interesting properties including higher energy transfer efficiency, enhanced fluorescence intensity and two-photon absorption. Such modified subporphyrins have great potential applications in electronics and optics. |
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Keywords: | subporphyrin fluorescence two-photon absorption energy transfer four-obital model subchlorin |
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