Synthesis and Characterization of a Family of Air-Stable Ferrocene- and Ruthenocene-Containing Primary, Secondary, and Tertiary Phosphines

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• 作者：Amir Rabiee Kenaree ; Tyler J. Cuthbert ; Stephanie M. Barbon ; Paul D. Boyle ; Elizabeth R. Gillies ; Paul J. Ragogna ; Joe B. Gilroy
• 刊名：Organometallics
• 出版年：2015
• 出版时间：September 14, 2015
• 年：2015
• 卷：34
• 期：17
• 页码：4272-4280
• 全文大小：438K
• ISSN：1520-6041

文摘

The synthesis and characterization of a family of air-stable primary, secondary, and tertiary phosphines containing all possible combinations of ethylferrocene and ethylruthenocene substituents are reported. Each phosphine was characterized by ¹H, ¹³C, and ³¹P NMR spectroscopy, IR and UV鈥搗is absorption spectroscopy, mass spectrometry, and elemental analysis. With the exception of primary ethylruthenocene phosphine 8a, all of the title compounds have been studied by single-crystal X-ray crystallography. Ferrocene-containing phosphines showed maximum absorption at wavelengths of ca. 440 nm and qualitatively reversible oxidation waves in their cyclic voltammograms with intensities scaling to the number of ferrocene units present. The average metal鈥揷yclopentadienyl centroid distances observed for ferrocene-containing phosphines were shorter than those of ruthenocene-containing phosphines, which also had maximum absorption wavelengths of ca. 320 nm and underwent irreversible electrochemical oxidation. Phosphines containing both ethylferrocene and ethylruthenocene substituents displayed properties consistent with the presence of both metallocene types.