Electrochemical and Fluorescent Properties of Ferrocenyl Chalcones Containing 1-Naphthalenyl Group: X-ray Crystal Structure of Fc-C(O)CH=CH-(1-Naph)

Bulletin of the Korean chemical society

Wooyoung Suh¹  Chae-Mi Lim¹  Su-Kyung Lee¹  Hyokyung Jeon¹  Ji-Yeon Lee¹  Dong-Youn Noh¹ 

关键词: Ferrocenyl chalcone;    Naphthalene;    Electrochemistry;    Fluorescence;    X-ray crystal structure;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Ferrocenyl chalcones (Fc-C(O)CH=CH-Ar: Fc-Ar) with mono- and di-1-naphthalenyl moieties (Fc-1Naph and Fc-d1Naph) were prepared and spectroscopically characterized. The enone bridge was in the s-cis conformation and the π-electrons on the C=C bond were further delocalized on the bridge. The naphthalenyl moiety deviates greatly from the enone-Cp plane by 26.9(1)o. Cyclic voltammetry measurements for Fc-1Naph exhibit one reversible cycle for the redox of the ferrocenyl moiety at a lower potential, and one irreversible oxidation peak at the higher potential region. For Fc-d1Naph, the cyclic voltammogram is more featureless. Fluorescence properties for both compounds are active in polar solvents with λem = 500 nm (EtOH) and λem = 512 nm (MeOH) for Fc-1Naph and λem = 496 nm (EtOH) and λem = 508 nm (MeOH) for Fc-d1Naph. The intensity of Fc-d1Naph is more than twice than that of Fc-1Naph. The fluorescence properties for both compounds are inactive in the less polar solvents such as CH3CN, CH2Cl2 and CHCl3.

【 授权许可】

Unknown