铃木偶联反应构筑卟啉阵列的研究进展

陈茂龙; 尹帮少; 宋建新

doi:10.7536/PC141211

化学进展 ›› 2015, Vol. 27 ›› Issue (6) :641-654 DOI: 10.7536/PC141211

超分子化学专辑

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铃木偶联反应构筑卟啉阵列的研究进展

陈茂龙, 尹帮少, 宋建新*

作者信息 +

Recent Development of Constructing Porphyrin Arrays via Suzuki-Miyaura Cross-Coupling Reaction

Chen Maolong, Yin Bangshao, Song Jianxin*

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文章历史 +

摘要

卟啉阵列是通过桥接单元或键组装而成的多卟啉体系,其电子性质取决于桥接单元以及卟啉连接的位置。由于电子相互作用的卟啉阵列在光电子器件、传感器、光伏电池、非线性光学材料以及光动力治疗的染料等方面的潜在应用价值,在过去的几十年中,科学家们对其进行了大量探索。卟啉阵列的构筑主要包括非共价组装与共价组装两种方式,前者相对容易但构筑的阵列稳定性较差,后者相对较难但构筑的阵列稳定性较好。铃木偶联是指用零价钯催化卤代烃与烃基硼酸或硼酸酯交叉偶联的反应,它是构筑结构多样、性质各异的卟啉阵列的有效手段。本文主要对其近年来在构筑多卟啉阵列方面的研究进展进行综述。最后,展望了铃木偶联构筑卟啉阵列的发展趋势。

Abstract

Porphyrin arrays are multiporphyrinic systems which assembled either by bridging units or bonds. The electronic properties of porphyrin arrays depend on the bridging units and the bridging positions on porphyrins. In the last two decades, electronically interacting multiporphyrinic systems have been actively explored due to their potential applications in optoelectronic devices, sensors, photovoltaic devices, nonlinear optical materials, and photodynamic therapy pigments. Porphyrin arrays can be constructed by means of noncovalent bonds or covalent bonds, the former is easy but the assembled array is unstable while the latter is opposite. The Suzuki-Miyaura coupling reaction is classified as a coupling reaction where the coupling partners are a boronic acid or borate ester with a halide catalyzed by a palladium (0) complex. It is an efficient method to construct porphyrin arrays with diversity structures and different properties. In this review, the emphasis has been placed upon the progress in the construction of the porphyrin arrays via Suzuki-Miyaura reaction. At last, we prospect the development trend of constructing porphyrin arrays via Suzuki-Miyaura coupling reaction.

Contents
1 Introduction
2 meso-meso bridged porphyrin arrays
3 meso-β bridged porphyrin arrays
4 β-β bridged porphyrin arrays
5 Conclusion and outlook

Graphical abstract

关键词

构筑 / 卟啉阵列 / 铃木偶联反应

Key words

construction / porphyrin arrays / Suzuki-Miyaura coupling reaction

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陈茂龙, 尹帮少, 宋建新. 铃木偶联反应构筑卟啉阵列的研究进展[J]. 化学进展, 2015, 27(6): 641-654 DOI:10.7536/PC141211

Chen Maolong, Yin Bangshao, Song Jianxin. Recent Development of Constructing Porphyrin Arrays via Suzuki-Miyaura Cross-Coupling Reaction[J]. Progress in Chemistry, 2015, 27(6): 641-654 DOI:10.7536/PC141211

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