Detecting the electron density of benzene using ferrocene as an indicator

Autor: Rui-Jun Xie, Li-Min Han, Ning Zhu, Zhi-Sen Liu, Quan-Ling Suo, Hai-Long Hong
Rok vydání: 2012
Předmět:
Zdroj: Journal of Coordination Chemistry. 65:2804-2810
ISSN: 1029-0389
0095-8972
DOI: 10.1080/00958972.2012.704024
Popis: Ferrocenylbenzene (1) and ferrocenylbenzene tricarbonylchromium (2) were synthesized and characterized. NMR chemical shifts of benzene in 2 are shifted upfield compared to those of 1. We attribute the NMR spectrum of 2 to the reduced magnetic anisotropy effect of the benzene ring. Herein, we associate the electron density of the benzene ring in 1, 2, and p-ferrocenylaniline with the oxidation potential of the ferrocenyl group. The increased oxidation potential of ferrocene showed that the electron density of the benzene ring in 2 is reduced compared to that of 1, and the reduced oxidation potential of ferrocene indicates that the electron density of the benzene ring in p-ferrocenylaniline increased compared to that of 1. Therefore, ferrocene could be used as an electrochemical probe to predict the electron density of the benzene ring in 1, 2, and p-ferrocenylaniline.
Databáze: OpenAIRE
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