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中位扩展四芳基卟啉的合成

Synthesis of meso-extended tetraarylporphyrins.

作者信息

Richardson Christopher, Reed Christopher A

机构信息

Department of Chemistry, University of California, Riverside, California 92521-0403, USA.

出版信息

J Org Chem. 2007 Jun 22;72(13):4750-5. doi: 10.1021/jo070191p. Epub 2007 May 27.

DOI:10.1021/jo070191p
PMID:17530895
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2543090/
Abstract

The synthesis of five new meso-tetraarylporphyrins having pyridine, pyrimidine, or nitrile groups extending tetragonally via alkynyl linkages from the para positions is described. The radial extension is nearly double that of common porphyrins such as tetra-p-pyridylporphyrin. Practical quantities can be produced by Pd-coupling protocols when traditional methods fail. Applications of these extended porphyrins in the area of porous metal-organic frameworks are anticipated.

摘要

本文描述了五种新型的中位四芳基卟啉的合成,这些卟啉具有吡啶、嘧啶或腈基,通过炔基连接从对位呈四方延伸。这种径向延伸几乎是常见卟啉(如四对吡啶基卟啉)的两倍。当传统方法失败时,可通过钯偶联方案制备出实际所需的量。预计这些扩展卟啉在多孔金属有机框架领域会有应用。

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本文引用的文献

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Porphyrin Tessellation by Design: Metal-Mediated Self-Assembly of Large Arrays and Tapes.通过设计实现卟啉镶嵌:金属介导的大阵列和带的自组装
Angew Chem Int Ed Engl. 1998 Sep 18;37(17):2344-2347. doi: 10.1002/(SICI)1521-3773(19980918)37:17<2344::AID-ANIE2344>3.0.CO;2-B.
2
New porphyrin-based metal-organic framework with high porosity: 2-D infinite 22.2-A square-grid coordination network.具有高孔隙率的新型卟啉基金属有机框架:二维无限22.2埃方格配位网络。
Inorg Chem. 2006 Oct 2;45(20):7988-90. doi: 10.1021/ic060358h.
3
Synthesis, structure, and optical and electrochemical properties of star-shaped porphyrin-triarylamine conjugates.星形卟啉 - 三芳基胺共轭物的合成、结构以及光学和电化学性质
Org Lett. 2006 Sep 14;8(19):4239-42. doi: 10.1021/ol061478w.
4
Solvent and base dependence of copper-free palladium-catalyzed cross-couplings between terminal alkynes and arylic iodides: development of efficient conditions for the construction of gold(III)/free-base porphyrin dimers.末端炔烃与芳基碘化物之间无铜钯催化交叉偶联反应的溶剂和碱依赖性:构建金(III)/游离碱卟啉二聚体的有效条件的开发
J Org Chem. 2006 Feb 17;71(4):1677-87. doi: 10.1021/jo052423v.
5
Pore surface engineering of microporous coordination polymers.微孔配位聚合物的孔表面工程
Chem Commun (Camb). 2006 Feb 21(7):701-7. doi: 10.1039/b511728c. Epub 2005 Nov 15.
6
Microporous porphyrin solids.微孔卟啉固体
Acc Chem Res. 2005 Apr;38(4):283-91. doi: 10.1021/ar040173j.
7
Fullerene-porphyrin constructs.富勒烯-卟啉构建体
Acc Chem Res. 2005 Apr;38(4):235-42. doi: 10.1021/ar040168f.
8
Crystal engineering of porphyrin framework solids.卟啉骨架固体的晶体工程
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9
Two-photon photosensitized production of singlet oxygen: sensitizers with phenylene-ethynylene-based chromophores.基于亚苯基乙炔基发色团的敏化剂的双光子光敏化单线态氧生成
J Org Chem. 2005 Feb 18;70(4):1134-46. doi: 10.1021/jo0482099.
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Functional porous coordination polymers.功能性多孔配位聚合物
Angew Chem Int Ed Engl. 2004 Apr 26;43(18):2334-75. doi: 10.1002/anie.200300610.