A rapid ultrasound-promoted Horner-Wadsworth-Emmons reaction for the preparation of ferrocene derivatives. Application to ferrocene-modified ITO electrodes

被引：0

作者：

Mars, Abdelmoneim ^{[1
]}

Raouafi, Noureddine ^{[1
]}

机构：

[1] Univ Tunis El Manar, Fac Sci Tunis, Lab Chim Analyt & Electrochim, Campus Univ Tunis El Manar, Tunis 2092, Tunisia

来源：

ARABIAN JOURNAL OF CHEMISTRY | 2019年 / 12卷 / 07期

关键词：

Ultrasound irradiation; Horner-Wadsworth-Emmons reaction; 2-Substituted vinylferrocenes; 2-Ferrocenylvinyl alpha; beta-phosphonate; Modified electrodes; Electrochemistry; PHOSPHONATES; INJECTION; ACYLATION; SOLVENT;

D O I：

10.1016/j.arabjc.2014.11.049

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Horner-Wadsworth-Emmons reaction of ferrocenecarboxaldehyde with various phosphonate-stabilized carbanions has been performed under ultrasound irradiation. The reaction time at ambient temperature was considerably shortened (5-15 min) compared to nonsonicated conditions requiring often refluxing for 6-24 h. Control of the reaction time can be achieved by tuning the base strength in different solvents. This method was successfully applied to the preparation of various 2-substituted vinylferrocenes. The as-prepared (E)-2-ferrocenylvinylphosphonic acid was used to modify ITO electrodes to form redox-active functionalized ITO electrodes which have been characterized by means of electrochemical techniques. (C) 2014 Production and hosting by Elsevier B.V.

引用

页码：1004 / 1010

页数：7

共 37 条

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