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One-pot imine synthesis from benzylic alcohols and nitrobenzene on CdS-sensitized TiO2 photocatalysts: Effects of the electric nature of the substituent and solvents on the photocatalytic activity
Molecular Catalysis ( IF 3.9 ) Pub Date : 2017-11-06 , DOI: 10.1016/j.mcat.2017.09.018
Yuta Nakai , Masashi Azuma , Masahiro Muraoka , Hisayoshi Kobayashi , Shinya Higashimoto

A new strategy for the one-pot synthesis of imines from several benzylic alcohols with such substituted groups as CF3, Cl, CH3, OCH3 and nitrobenzene were studied on the CdS-sensitized TiO2 (CdS-TiO2) photocatalyst under visible-light irradiation (λ > 420 nm) at room temperature. It was observed that the photocatalytic activities strongly depended on the electric nature of the substituted groups in the benzylic alcohols, following the Hammett rules. The photocatalytic activities can be explained by the photocurrent efficiency and a shift of the flatband potentials of the CdS photoelectrode depending on the degree of electron-donacity of the substituted groups. Moreover, the solvent effects on the yields of imines were also investigated in non-polar solvents (toluene, cyclohexane) and polar solvents (ethanol, acetonitrile). It was observed that the non-polar solvents caused higher photocatalytic activities for the synthesis of several imines than polar solvents due to the efficient condensation of photo-formed benzaldehyde and aniline.



中文翻译:

CdS敏化的TiO 2光催化剂上由苄醇和硝基苯一锅合成亚胺:取代基和溶剂的电性质对光催化活性的影响

用于一锅合成亚胺的从几个苄醇与例如取代的基团如CF的新战略3,氯,CH 3,OCH 3和硝基苯研究了在CdS敏化的TiO 2(CDS-的TiO 2)在室温下在可见光照射下(λ> 420 nm)的光催化剂。观察到,遵循哈米特规则,光催化活性强烈取决于苯甲醇中取代基的电性质。光催化活性可以通过光电流效率和CdS光电极的平带电势的变化来解释,该变化取决于取代基的电子电荷程度。此外,还在非极性溶剂(甲苯,环己烷)和极性溶剂(乙醇,乙腈)中研究了溶剂对亚胺收率的影响。观察到由于光形成的苯甲醛和苯胺的有效缩合,非极性溶剂比极性溶剂对几种亚胺的合成具有更高的光催化活性。

更新日期:2017-11-06
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