14167-15-8

Basic information

• Product Name: Salen-Cu
• Synonyms: N,N'-Bis(salicylidene)ethylenediamine copper salt;N,N-Ethylenebis(salicylidenaminato)copper(II);Bis(salicylidene)ethylenediiminocopper
• CAS NO: 14167-15-8
• Molecular Formula: C₁₆H₁₄CuN₂O₂
• Molecular Weight: 331.8564
• Mol File: 14167-15-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 498.2 °C at 760 mmHg
• Flash Point: 193.6 °C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 4.65E-10mmHg at 25°C
• CAS DataBase Reference: Salen-Cu(CAS DataBase Reference)
• NIST Chemistry Reference: Salen-Cu(14167-15-8)
• EPA Substance Registry System: Salen-Cu(14167-15-8)

Safety Data

• Hazardous Substances Data: 14167-15-8(Hazardous Substances Data)

Usage

General Description

Salen-Cu refers to a class of copper complexes that are derived from the ligand N,N'-Bis(salicylidene)ethylenediamine. These chemicals are commonly used in various catalytic reactions, including oxidation, reduction, and cyclopropanation. They have also been studied for their potential applications in medicinal chemistry, specifically as anticancer agents. Salen-Cu complexes are known for their high stability and reactivity, making them valuable tools in the field of organometallic chemistry and catalysis. Additionally, their unique structures and properties have garnered significant attention from researchers for their potential in a wide range of other chemical and biological processes.

InChI:InChI=1/C16H16N2O2.Cu/c19-15-7-3-1-5-13(15)11-17-9-10-18-12-14-6-2-4-8-16(14)20;/h1-8,11-12,17-18H,9-10H2;/b13-11-,14-12-;

Upstream product

• 19092-51-4 4-(2-Hydroxy-phenyl)-3-aza-1-amino-3-butene 
• 142-71-2 copper diacetate 

Downstream Products

• 121356-34-1 {Cu(C₆H₄(O)CHNCH₂CH₂NCHC₆H₄(O))}*C₆H₂Br₃(OH) 
• 127596-63-8 {Cu(C₆H₄(O)CHNCH₂CH₂NCHC₆H₄(O))}*C₆H₄(OH)CHO 
• 129067-70-5 {Cu(C₆H₄(O)CHNCH₂CH₂NCHC₆H₄(O))}*C₆H₂(NO₂)3(OH)*H₂O 
• 27926-46-1 {Cu(C₆H₄(O)CHNCH₂CH₂NCHC₆H₄(O))}*C₆H₄(NO₂)(OH) 
• 107282-14-4 {Cu(C₆H₄(O)CHNCH₂CH₂NCHC₆H₄(O))}*C₆H₅OH 
• 128330-27-8 {Cu(C₆H₄(O)CHNCH₂CH₂NCHC₆H₄(O))}*C₁₀H₁₄O 

Relevant articles and documents

Structurally Characterized μ-1,2-Peroxo/Superoxo Dicopper(II) Pair

Superoxo complexes of copper are primary adducts in several O2-activating Cu-containing metalloenzymes as well as in other Cu-mediated oxidation and oxygenation reactions. Because of their intrinsically high reactivity, however, isolation of Cux(O2) species is challenging. Recent work (J. Am. Chem. Soc. 2017, 139, 9831; 2019, 141, 12682) established fundamental thermochemical data for the H atom abstraction reactivity of dicopper(II) superoxo complexes, but structural characterization of these important intermediates was so far lacking. Here we report the first crystallographic structure determination of a superoxo dicopper(II) species (3) together with the structure of its 1e- reduced peroxo congener (2; a rare cis-μ-1,2-peroxo dicopper(II) complex). Interconversion of 2 and 3 occurs at low potential (-0.58 V vs Fc/Fc+) and is reversible both chemically and electrochemically. Comparison of metric parameters (d(O-O) = 1.441(2) A for 2 vs 1.329(7) A for 3) and of spectroscopic signatures (ν(16O-16O) = 793 cm-1 for 2 vs 1073 cm-1 for 3) reflects that the redox process occurs at the bridging O2-derived unit. The CuII-O2?-CuII complex has an S = 1/2 spin ground state according to magnetic and EPR data, in agreement with density functional theory calculations. Computations further show that the potential associated with changes of the Cu-O-O-Cu dihedral angle is shallow for both 2 and 3. These findings provide a structural basis for the low reorganization energy of the kinetically facile 1e- interconversion of μ-1,2-superoxo/peroxo dicopper(II) couples, and they open the door for comprehensive studies of these key intermediates in Cux/O2 chemistry.