Related Experiment Video
Updated: Dec 19, 2025

Synthetic Methodology for Asymmetric Ferrocene Derived Bio-conjugate Systems via Solid Phase Resin-based Methodology
Published on: March 12, 2015
Dinickelaferrocene: A Ferrocene Analogue with Two Aromatic Nickeloles Realized by Electron Back-Donation from Iron
Zhe Huang1, Yu Zheng1, Wen-Xiong Zhang1
1Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.
Abstract:
The first example of ferrocene analogues with two transition-metal metallole ligands of the general formula (η5 -C4 R4 M)2 Fe in a sandwich structure are reported. Specifically, dinickelaferrocene 2, a type of dimetallametallocene, is efficiently synthesized from the reaction of dilithionickelole 1 with FeBr2 or FeCl2 , presumably via a redox process, and is subjected to detailed experimental (single-crystal X-ray structural analysis, ICP-OES, magnetometry, 57 Fe Mössbauer, XPS) and theoretical (MOs, CDA, NICS, ICSS, and AICD) characterizations. Unlike ferrocene and its Cp ligands, the aromaticity of dinickelaferrocene and its nickelole ligands is accomplished by electron back-donation from the Fe 3d orbitals to the π* orbitals of nickelole. Taken together, this work describes a new class of metallaferrocene sandwich complexes and provides a novel approach to effect aromaticity that will contribute to further development of metallocene chemistry.
Related Concept Videos
Catalysis
Diels–Alder Reaction: Characteristics of Dienophiles
Characteristics of Dienophiles
Generally, the best dienophiles are alkenes containing electron-withdrawing substituents such as carbonyl, nitrile, and nitro groups. The feasibility of a Diels–Alder reaction depends...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Electrophilic Aromatic Substitution: Nitration of Benzene
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...

![Protein Film Infrared Electrochemistry Demonstrated for Study of H2 Oxidation by a [NiFe] Hydrogenase](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F55858.jpg&w=3840&q=50)