17378-82-4

Usage

InChI:InChI=1/2C12H8N2.Cu/c2*1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;/h2*1-8H;/q;;+1

Upstream product

• 66-71-7 1,10-Phenanthroline 
• 938512-00-6 ortho-iodobenzoylglycilglycine 
• 7732-18-5 water 
• 1145-32-0 N-(N'-benzoyl-2-aminoethanoyl)-2-aminoethanoic acid 
• 495-69-2 Hippuric Acid 
• 7789-45-9 copper(ll) bromide 
• 7681-65-4 copper(l) iodide 
• 106-38-7 para-bromotoluene 
• 105-67-9 2,4-Xylenol 
• 64443-05-6 tetrakis(actonitrile)copper(I) hexafluorophosphate 
• 1613741-33-5 2-(6-(2,4,6-trimethylphenyl)pyridin-2-yl)-9-(2,4,6-trimethylphenyl)[1,10]phenanthroline 

Downstream Products

• 15823-71-9 bis(1,10-phenanthroline)copper⁽²⁺⁾ 

Relevant academic research and scientific papers

On the origin of copper(i) catalysts from copper(ii) precursors in C-N and C-O cross-couplings

CuII precursors ligated to phenanthrolines are reduced in situ by alcohols or amines in the presence of a base (Cs2CO3) to generate CuI species which are active catalysts in C-N and C-O cross-coupling reactions. The conversion CuII → CuI has been evidenced and monitored by UV-vis and NMR spectroscopy.

Possible intermediates of Cu(phen)-catalyzed C-O cross-coupling of phenol with an aryl bromide by in situ ESI-MS and EPR studies

The C-O coupling reaction between 2,4-dimethylphenol and 4-bromotoluene catalyzed by the CuI/K2CO3/phen system can be inhibited by the radical scavenger cumene. Complexes [Cu(i)(phen)(1-(2,4-dimethylphenoxy)-4- methylbenzene)]+ (denoted as A), {H[Cu(i)(phen)(2,4-dimethylphenoxy)] }+ and [Cu(i)(2,4-dimethylphenoxy)2]- (denoted as B) were observed by in situ electrospray ionization mass spectrometry (ESI-MS) analysis of the copper(i)-catalyzed C-O coupling reaction under the catalytic reaction conditions indicating that they could be intermediates in the reaction. The in situ EPR study of the reaction solution detected the Cu(ii) species with a fitted g value of 2.188. A catalytic cycle with a single electron transfer (SET) step was proposed based on these observations. This journal is the Partner Organisations 2014.

Reversible cargo shipping between orthogonal stations of a nanoscaffold upon redox input

The sterically shielded terpyridine 5 was prepared, both as a new ligand and as part of the four-station nanoscaffold 2. Mixing of terpyridine 5, the parent phenanthroline 4 and the shielded phenanthroline 3 in the presence of Zn2+ (1:1:1:1) fu

Ternary copper(II) complexes with hippurate derivatives and 1,10-phenanthroline: Synthesis and biological activity

Several new Cu-hippurate derivative-phenanthroline ternary complexes have been prepared. The X-ray structure of one of them, [Cu(hip)(phen)2]+·(hip-) (2) (where hip is hippurate and phen is 1,10-phenanthroline) has been solved. The structure of this new compound shows important differences (3D-pattern) to other similar related complexes (2D-pattern). A study of the biological activity of [Cu(hip)(phen)2]+·(hip-)· 2H2O (2), [Cu(BGG)(phen)2]+·(BGG-)· 6H2O (3), [Cu(BIGG)2(phen)](H2O) (4) and [Cu(I-hip)(bpy)2]+·(I-hip-) ·3.5H2O (5) (where I-hip is ortho-iodohippurate, BGG corresponds to benzoylglycilglycine, and BIGG is ortho-iodobenzoylglycilglycine) is included and compared with the anti-proliferative activity of [Cu(I-hip)(phen)2]+·(I-hip-) ·7H2O (1) previously described, resulting in a greater cytotoxic activity of the compounds with 1,10-phenanthroline instead of those with 2,2′-bipyridyl, in the same way that removing iodine substitution or lengthening the peptidic chain diminishes the activity of compounds compared with 1. The presence of an ortho-iodine group and the direct bond between Ar-CO and glycine moieties yield to the best results.