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Tuning of Lewis Acidity of Phebox-Al Complexes by Substituents on the Benzene Backbone and Unexpected Photocatalytic Activity for Hydrodebromination of Aryl Bromide
Chemistry Letters ( IF 1.4 ) Pub Date : 2021-01-13 , DOI: 10.1246/cl.200894
Shuichi Nakao 1 , Yoshihiro Nishimoto 1, 2 , Makoto Yasuda 1, 2
Affiliation  

We revealed the effects of the substituents in ligands on properties of Phebox-aluminum complexes. The substituents at the 4-position of Phebox ligands effectively influenced the Lewis acidity via the conjugation between the vacant orbital on the Al atom and π* orbital of the benzene ring, which is supported by DFT calculation. The catalytic activity was also tuned, and series of substituted Phebox-Al(ClO4)2 effectively catalyzed hydroboration of benzaldehyde. In addition, an unexpected photocatalytic activity of Phebox-Al complexes was found and applied to the hydrodebromination of a 4-bromo benzoic ester.

中文翻译:

苯骨架上的取代基调节苯酚-铝配合物的路易斯酸度和芳基溴化物加氢脱溴的意外光催化活性

我们揭示了配体中取代基对Phebox-铝配合物性能的影响。Phebox配体的4位上的取代基通过Al原子上的空位轨道与苯环的π*轨道之间的共轭作用,有效地影响了Lewis酸度,这得到DFT计算的支持。还调节了催化活性,一系列取代的Phebox-Al(ClO 42有效催化了苯甲醛的硼氢化。另外,发现了Phebox-Al配合物出乎意料的光催化活性,并将其用于4-溴苯甲酸酯的加氢脱溴。
更新日期:2021-01-13
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