Related Experiment Video
Updated: May 3, 2026

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
Published on: April 10, 2015
Chiral ruthenium-allenylidene complexes that bear a fullerene cyclopentadienyl ligand: synthesis, characterization,
Yu-Wu Zhong1, Yutaka Matsuo, Eiichi Nakamura
1Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Abstract:
Ruthenium complexes that bear both a fullerene and an allenylidene ligand, [Ru(C60Me5)((R)-prophos)=C=C=CR1R2]PF6 (prophos = 1,2-bis(diphenylphosphanyl)propane), were prepared by the reaction of [Ru(C60Me5)Cl((R)-prophos)] and a propargyl alcohol in better than 90% yields, and characterized by 1H, 13C, and 31P NMR, IR, and UV/Vis/NIR spectroscopy and MS. Cyclic voltammograms of these complexes showed one reversible or irreversible reduction wave due to the allenylidene part, and two reversible reduction waves due to the fullerene core. Nucleophilic addition of RMgBr or RLi proceeded regioselectively at the distal carbon atom of the allenylidene array. The reaction took place with a 60:40-95:5 level of diastereoselectivity with respect to the original chirality in the (R)-prophos ligand, which is located six atoms away from the electrophilic carbon center.
More Related Videos
09:35Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
09:45Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
Published on: March 20, 2017
Related Concept Videos
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Prochirality
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...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
Radicals: Electronic Structure and Geometry
Accordingly, the structure of a trivalent radical lies between the geometries of carbocations and carbanions. An sp2-hybridized carbocation is trigonal planar, while an sp3-hybridized carbanion is trigonal pyramidal. Here, the difference in geometry is...