Related Experiment Video
Updated: May 3, 2026
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Aqua-(azido)[N-(pyridin-2-ylcarbon-yl)pyridine-2-carboxamido-κ(3) N,N',N'']copper(II)
Sandra Bruda1, Mark M Turnbull1, Jan L Wikaira2
1Department of Chemistry, Clark University, 950 Main St, Worcester, MA 01610, USA.
Abstract:
The title compound, [Cu(C12H8N3O2)(N3)(H2O)], was formed by the air oxidation of 2-(amino-meth-yl)pyridine in 95% ethanol in the presence of copper(II) nitrate and sodium azide with condensation of the resulting picolinamide mol-ecules to generate the imide moiety. The Cu(II) ion has a square-pyramidal coordination sphere, the basal plane being occupied by four N atoms [two pyridine (py) N atoms, the imide N atom and an azide N atom] in a nearly planar array [mean deviation = 0.048 (6) Å] with the Cu(II) ion displaced slightly from the plane [0.167 (5) Å] toward the fifth ligand. The apical position is occupied by a coordinating water mol-ecule [Cu-O = 2.319 (4) Å]. The crystal structure is stabilized by hydrogen-bonding inter-actions between the water mol-ecules and carbonyl O atoms. The inversion-related square-pyramidal complex molecules pack base-to-base with long Cu⋯Npy contact distances of 3.537 (9) Å, preventing coordination of a sixth ligand.
Related Concept Videos
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...
Basicity of Heterocyclic Aromatic Amines
Nomenclature of Aryl and Heterocyclic Amines
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
