Ferrocenylsiloxane Chemistry: Synthesis and Characterization of Hexaferrocenylcyclotrisiloxane and Tetraferrocenyldisiloxanediol
Citations Over TimeTop 10% of 1999 papers
Abstract
Base-catalyzed condensation of diferrocenylsilanediol, Fc2Si(OH)2 (3; Fc = (η-C5H4)Fe(η-C5H5)), in refluxing 95% ethanol (ca. 90 °C) affords a novel cyclotrisiloxane with six ferrocenyl substituents, [Fc2SiO]3 (4), in 74% yield. At 60 °C, the intermediate tetraferrocenyldisiloxanediol, [HOSiFc2]2O (5), could be isolated in 78% yield. NMR, IR, Raman, and UV−vis data for 4 and 5 were consistent with the proposed structures. Electrochemical studies of 4 showed that there are substantial interactions between the ferrocenyl groups attached to the same Si atom and weaker interactions between the ferrocenyl groups attached to adjacent Si atoms. Furthermore, single-crystal X-ray diffraction studies of these compounds revealed an essentially planar Si3O3 ring in 4 and a novel hydrogen-bonded chain motif for disiloxanediol 5. Surprisingly, 4 and 5 cocrystallize in a 1:3 ratio from a CH2Cl2/hexanes mixture to afford an interesting helical hydrogen-bonding structure for the siloxanediol 5.
Related Papers
- Handbook of Raman Spectroscopy: From the Research Laboratory to the Process Line(2001)
- → Defects in Individual Semiconducting Single Wall Carbon Nanotubes: Raman Spectroscopic and in Situ Raman Spectroelectrochemical Study(2010)103 cited
- → Swept-source Raman spectroscopy of chemical and biological materials(2024)9 cited
- → UV Raman Spectroscopy of Single-Walled Carbon Nanotubes(2001)25 cited
- → The effect of aqueous solution in Raman spectroscopy(2009)3 cited