Synthesis and property of new functionalized porphyrins

新型功能化卟啉的合成及性能

• 批准号: 02453022
• 负责人: ONO Noboru
• 金额: $ 3.97万
• 依托单位: Ehime University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (B)
• 财政年份: 1990
• 资助国家: 日本
• 起止时间: 1990 至 1991
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-02453022/
• 关键词: nitroalkene; pyrrole; porphyrin; water-soluble; oxidation; Iron porphyrin; 糖置換ポルフィリン; イソニトリル; 酸化遷元電位

General synthesis of pyrroles and porphyrins starting from nitroalkenes has been studied and the following results have been obtained.(1)Synthesis of dodecathienylporphyrins(DTP) ; This porphyrins show several unusual properties ; it is more easily oxidized and absorbs light at lower energies than the usual tetraarylporphyrins. FE-DTP is an efficient catalyst for epoxidation of alkenes. (2)Synthesis of Porphyrins with donor and acceptor : Porphyrins with anisyl and nitro grouptend to aggragation(S, for example, the ESR spectra of such porphyrins show the strong triplet which indicate the aggregation of porphyrins. The distance of Cu-Cu is estimated to be 4A. (3)Porphyrins substituted with four sugar moieties are prepared, which are freely soluble in water and show the efficient photosensitizing activity. (4)Preparation of porphyrins with ester, cyano, nitro. A new porphyrin with electron withdrawing groups has been prepared. Thus, we could develop the new way to control the property of porphyrins.

本文研究了以硝基烯烃为原料合成吡咯和卟啉的一般方法，得到了以下结果。（1）十二噻吩基卟啉（DTP）的合成：这种卟啉显示出几种不寻常的性质;它比通常的四芳基卟啉更容易氧化并且在较低能量下吸收光。FE-DTP是烯烃环氧化反应的高效催化剂。（2）含给体和受体的卟啉的合成：含茴香基和硝基的卟啉有聚集的倾向（S），例如，这类卟啉的ESR谱显示出强的三重态，表明卟啉的聚集。Cu-Cu的距离估计为4A。（3）制备了四个糖基取代的卟啉类化合物，它们易溶于水，具有良好的光敏活性。（4）酯基、氰基、硝基卟啉的合成。合成了一种新的含吸电子基团的卟啉。从而为调控卟啉化合物的性质开辟了新的途径。

项目成果

Noboru Ono: "Nitro Compounds in Recent Advances,synthesis" VCH publisher, 135 (1990)

Noboru Ono：“硝基化合物的最新进展，合成”VCH 出版商，135 (1990)

Noboru Ono: "preparation of slable 5,15-dihydroporplyrins" Bull.Chem.Soc.Jpn. 64. 3471-3472 (1991)

Noboru Ono：“片状 5,15-二氢卟啉的制备”Bull.Chem.Soc.Jpn。

Noboru Ono: "Waterーsabble porphyrins with four sugar mabales" Terrahedron Lett.(1992)

Noboru Ono：“水紫貂卟啉与四个糖马巴莱斯”Terrahedron Lett.（1992）

Noboru Ono: "preparation of porphyurins having esters and nibo functions." Chem Expreas. 6. 869-872 (1991)

Noboru Ono：“具有酯和 Nibo 功能的卟啉的制备。”

Noboru Ono: "Preparation of stable 5, 15-dihydro porphyrins" Bull. Chem. Soc. Jpn.64. 3471-3472 (1991)

Noboru Ono：“稳定的 5, 15-二氢卟啉的制备”公牛。