Synthesis and structural characterization of ferrocenyl indenyl derivatives

Abstract

In this study, four ferrocenyl indenyl derivatives, C 9 H 7 -CC-Fc (1), C 9 H 7 -CC-Ph-Fc (2), C 9 H 7 -CC-Ph-CC-Fc (3), and C 9 H 7 -Ph-CC-Fc (4) (where C 9 H 7 ¼indenyl; Fc¼C 5 H 5 FeC 5 H 4 ; Ph¼C 6 H 5 ), have been synthesized by Sonogashira and Suzuki cross-coupling reactions and characterized by elemental analysis, and FT-IR, 1 H, 13 C-NMR, and MS spectroscopic methods, respectively. The molecular structures of 1, 2, and 4 were determined by X-ray single crystal diffraction. Two molecules appeared in the crystal structure of 4, and they interact through an intermolecular hydrogen bond. The electrochemical redox potential differences in 1-4 were investigated using cyclic voltammetry and calculations.

The Intramolecular Electronic Interaction Regulated by Five-membered Heterocycle Spacer

“…Hence, the aromaticity order of centre heterocycle is 6 > 4 > 5 > 3 > 1 > 2. In theory, the central spacer bridge has stronger aromatic properties, and there is more strongly intermetallic electron transfer interaction 35,36 . The order of ∆E value should be 6 > 4 > 5 > 3 > 1 > 2 according to aromaticity.…”