Related Experiment Video
Updated: Jun 3, 2025

Synthetic Methodology for Asymmetric Ferrocene Derived Bio-conjugate Systems via Solid Phase Resin-based Methodology
Published on: March 12, 2015
Synthesis and Electrochromic Properties of Ferrocene-Aryl Dicyanovinylene-Based Donor-Acceptor Systems
Atul B Nipate1, Aswani Raj K1, Rajeswara Rao Malakalapalli1
1Department of Chemistry, IIT Dharwad, Dharwad, Karnataka 580007, India.
Abstract:
The favorable redox properties of ferrocene have led to the extensive development of ferrocene-based systems for several electrochemical applications but have scarcely been explored for electrochromism. Here, we report the synthesis and electrochromic properties of novel π-conjugated ferrocene-dicyanovinylene systems (M-M and D-D). Monosubstituted (M-M) and disubstituted (D-D) compounds have been developed via Knoevenagel condensation of methyl-dicyanovinyl ferrocenes (4 or 5) with various aromatic aldehydes. The compounds' optical (λmax = 320-515 nm) and electronic properties (band gap = 2.6-3.1 eV) have been tuned by the appropriate choice of the aryl substituents. The strong D-A interactions between ferrocene and dicyanovinylene moieties rendered intense colors in the solution and thin-film state and demonstrated high-contrast electrochromism. The electrochromic behavior of these compounds is highly reversible (>48 cycles) and fast (0.98-1.06 s) in both solution and thin-film states. These are the first examples of stand-alone ferrocene systems explored for electrochromism.
More Related Videos
11:44Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds
Published on: October 18, 2018
08:51Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
Related Concept Videos
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Thermal and Photochemical Electrocyclic Reactions: Overview
Thermal Electrocyclic Reactions: Stereochemistry
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
UV–Vis Spectroscopy: Woodward–Fieser Rules