Related Experiment Video
Updated: Jun 23, 2026

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
Published on: November 9, 2019
Detailed study of C-O and C-C bond-forming reductive elimination from stable C2N2O2-ligated palladium(IV) complexes
Joy M Racowski1, Allison R Dick, Melanie S Sanford
1Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109, USA.
Abstract:
This paper describes the synthesis of a series of Pd(IV) complexes of general structure (N~C)(2)Pd(IV)(O(2)CR)(2) (N~C = a rigid cyclometalated ligand; O(2)CR = carboxylate) by reaction of (N~C)(2)Pd(II) with PhI(O(2)CR)(2). The majority of these complexes undergo clean C-O bond-forming reductive elimination, and the mechanism of this process has been investigated. A variety of experiments, including Hammett plots, Eyring analysis, crossover studies, and investigations of the influence of solvent and additives, suggest that C-O bond-forming reductive elimination proceeds via initial carboxylate dissociation followed by C-O coupling from a 5-coordinate cationic Pd(IV) intermediate. The mechanism of competing C-C bond-forming reductive elimination from these complexes has also been investigated and is proposed to involve direct reductive elimination from the octahedral Pd(IV) centers.
More Related Videos
19:58Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
10:52Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
Published on: July 27, 2022
Related Concept Videos
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling 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.
Radical Formation: Elimination
Amines to Alkenes: Cope Elimination
C–C Bond Formation: Aldol Condensation Overview