Direct amination of the antiaromatic NiII norcorrole†,Materials Chemistry Frontiers

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Direct amination of the antiaromatic NiII norcorrole†
Materials Chemistry Frontiers ( IF 6.0 ) Pub Date : 2017-05-10 00:00:00 , DOI: 10.1039/c7qm00176b
Takuya Yoshida _{1,

2,

3,

4,

5} , Hiroshi Shinokubo _{1,

2,

3,

4,

5}

Affiliation

We have discovered a facile amination reaction of Ni^II dimesitylnorcorrole, which is an antiaromatic porphyrinoid with a 16π-electron conjugation system. The amination reaction proceeded at the β-positions of the norcorrole with high regioselectivity upon treatment with various amines used as solvents. The reaction requires neither catalysts nor pre-functionalization of the norcorrole. The optical and electrochemical properties of the amino norcorroles were substantially modulated by electron-donating nitrogen atoms. According to theoretical studies, the regioselectivity of amination can be accounted for by molecular orbitals of the norcorrole.

中文翻译：

抗芳香族Ni ^II正戊基甲酸酯的直接胺化†

我们已经发现Ni ^II二聚体inorcorrole的胺化反应很容易，这是一种具有16π电子共轭体系的抗芳族卟啉类化合物。用各种用作溶剂的胺处理后，胺化反应在正戊醇的β-位以高区域选择性进行。该反应既不需要催化剂也不需要正戊烷的预官能化。氨基去甲酚的光学和电化学性质基本上受供电子氮原子的调节。根据理论研究，胺化的区域选择性可以通过正戊烯醇的分子轨道来解释。

更新日期：2017-05-10

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