Related Experiment Video
Updated: Oct 17, 2025

Characterizing Lewis Pairs Using Titration Coupled with In Situ Infrared Spectroscopy
Published on: February 20, 2020
Oxidative addition, reduction and reductive coupling: the versatile reactivity of subvalent gallium cations
Marcel Schorpp1, Razan Tamim1, Ingo Krossing1
1Institut für Anorganische und Analytische Chemie und Freiburger Materialforschungszentrum FMF, Albert-Ludwigs-Universität Freiburg, Albertstraße 21, 79104 Freiburg i. Br., Germany. krossing@uni-freiburg.de.
Abstract:
Inspired by the successful oxidative addition of a P-H bond to univalent Ga[Al(ORF)4] that gives the unprecedented dicationic gallium hydride complex [H-Ga(PPh3)3][Al(ORF)4]2 (ORF = OC(CF3)3), the oxidative addition of E-Cl containing substrates was investigated. The reductive coupling of three PPh2Cl to the catenated phosphorus cation [P3Ph6]+ hinted towards a formal two-electron-three-halide reduction (2e--3X- reduction). Similarly, from SbCl3, a cationic formal SbI compound and from RhCl3, [RhI(HMB)(COD)]+ and [RhI(COD)2]+ (HMB = C6Me6, COD = 1,5-cyclooctadiene) are formed as [Al(ORF)4]- salts when reacted with Ga+. Thus, Ga[Al(ORF)4] allows for a one-pot 2e--3X- reduction with the concomitant introduction of a weakly coordinating anion (WCA).
More Related Videos
10:10Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes
Published on: July 28, 2018
07:50Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Related Concept Videos
Cycloaddition Reactions: Overview
Acid Halides to Alcohols: Grignard Reaction
Grignard reagents are a source of carbanions and function as nucleophiles. The mechanism begins with the nucleophilic attack by the carbanion at the carbonyl carbon of the acid halide to form a tetrahedral intermediate. Next, the carbonyl group is re-formed, and the halide ion departs,...
Reactions at the Benzylic Position: Oxidation and Reduction
Acid Halides to Ketones: Gilman Reagent
As shown below, the mechanism proceeds in two steps. First, one of the alkyl groups of the reagent acts as a nucleophile and attacks the acyl carbon of the acid chloride to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen...
Introduction to Electrophilic Addition Reactions of Alkenes
Addition and elimination...
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions