95246-98-3

Basic information

• Product Name: Cu(2,9-di(p-anisyl)-1,10-phenanthroline)2⁽¹⁺⁾
• Synonyms: Cu(2,9-di(p-anisyl)-1,10-phenanthroline)2⁽¹⁺⁾
• CAS NO: 95246-98-3
• Molecular Weight: 953.28
• Mol File: 95246-98-3.mol

Chemical Properties

• CAS DataBase Reference: Cu(2,9-di(p-anisyl)-1,10-phenanthroline)2⁽¹⁺⁾(CAS DataBase Reference)
• NIST Chemistry Reference: Cu(2,9-di(p-anisyl)-1,10-phenanthroline)2⁽¹⁺⁾(95246-98-3)
• EPA Substance Registry System: Cu(2,9-di(p-anisyl)-1,10-phenanthroline)2⁽¹⁺⁾(95246-98-3)

Safety Data

• Hazardous Substances Data: 95246-98-3(Hazardous Substances Data)

Upstream product

• 89333-97-1 2,9-bis-(4-methoxy-phenyl)-1,10-phenanthroline 
• 112195-98-9 Cu(dap)+ 
• 64443-05-6 tetrakis(actonitrile)copper(I) hexafluorophosphate 

Downstream Products

• 89333-97-1 2,9-bis-(4-methoxy-phenyl)-1,10-phenanthroline 
• 12775-96-1 copper 
• 121705-02-0 {Cu(II)(2,9-di-p-anisyl-1,10-phenanthroline)2}⁽²⁺⁾ 

Relevant articles and documents

A copper-based shuttling [2]rotaxane with two bidentate chelates in the axis: Steric control of the motion

Contrary to most of the other molecular machines based on copper-complexed catenanes or rotaxanes made and investigated in Strasbourg, the present report is dealing with a molecular shuttle for which the copper centre is complexed to two bidentate chelates, regardless of the state of the shuttle. In other words, the axis contains a sterically hindering bidentate chelate, namely a 2,9-diphenyl-1,10-phenanthroline (dpp) derivative, and another but less hindering bidentate chelate, 2,2′-bipyridine (bipy). The synthesis of the [2]rotaxane involves 15 individual chemical steps, excluding the preparation of the macrocyclic component of the [2]rotaxane. The threaded macrocycle is a 39-membered ring which incorporates an endocyclic but non sterically hindering chelate of the 8,8′-diphenyl-3,3′-biisoquinoline family (dpbiiq). The electrochemically-induced gliding motion of the copper-complexed ring from the dpp "station" to the bipy "station" and vice versa is fast on the cyclic voltammetry timescale (milliseconds). The copper(i) state is preferably located on the dpp unit whereas, by oxidising the copper(i) centre to its divalent state, the translation motion takes place to afford the thermodynamically most stable state now involving the bipy chelate.

Synthesis and Electrochemical Studies of Catenates: Stabilization of Low Oxidation States by Interlocked Macrocyclic Ligands

The coordinating properties of a catenand, consisting of two interlocked 30-membered rings, have been studied.Several complexes, the catenates, have been prepared and fully characterized.The electron spectra of catenates have been measured, showing intense absorption bands in the visible for the Cu(I) and Ni(I) complexes.The strong color of copper(I) and nickel(I) catenates corresponds to a metal-to-ligand charge-transfer (MLCT) transition.Many of the catenates studied are strong photoemitters, the excitation light being in the near-UV or visible region.Bothligand-localized or MLCT excited states are responsible for the emission properties observed, depending on the metallic species complexed.The two 2,9-diphenyl-1,10-phenanthroline (dpp) subunits, which form the complexing species of the catenand, adopt an entwined geometry in all the catenates isolated.This special shape was clearly demonstrated by (1)H NMR studies for copper(I), silver(I), zinc(II), and cadmium(II) catenates and for their corresponding acyclic analogues containing two 2,9-di-p-anisyl-1,10-phenanthroline (dap) chelates.The molecular topography of the system in solution is thus in perfect agreement with the solid-state structure of copper(I) catenate, as earlier determined by X-ray crystallography.A detailed electrochemical study of the various catenates prepared has been carried out.The very general trend is that low oxidation states of transition-metal catenates are strongly stabilized.Some one-electron reductive processes have clearly been shown to occur on the ligand without decomposition of the complex.This is the case for lithium(I), copper(I),and zinc(II) catenates.It is even possible to generate stablesolutions of the anionic copper complex by two-electron reduction of copper(I) catenate.In other instances, electron transfer takes place on the metal.The most straightforward situation is that of Ni(II), which is very readily reduced to Ni(I) (d9), this monovalent nickel catenate being surprisingly stable toward reoxidation.The nature of the orbitals involved in the reduction of Fe(II), Co(II), Ag(I), and Cd(II) (ligand or metal centered) is not certain as yet.In any case, the destabilizing effect toward high oxidation states was so pronounced that it turned out to be impossible to generate trivalent states like Fe(III) or Co(III).Rather, oxidation of the ligand part (E > 1.4 V versus SCE) was observed.

Topological Kinetic Effects: Complexation of Interlocked Macrocyclic Ligands by Cationic Species

Complexation of kinetic studies of various metal cations by a catenand have been performed.For comparison, the properties of some related open chain or monocyclic ligands have also been examined.Copper(I) and silver(I) catenate formation obeys a classical second-order rate law.The same is true for the model ligands examined, m-30 and dap.For Cu(dap)2+, the rate-limiting step corresponds to the formation of the bis-chelate complex from the monochelated one.On the other hand, Li+, Cd2+, Zn2+, and Co2+ catenates are formed in two distinct steps.The first process is second order, and it is likely to be the binding of the metallic cation to one of the chelating subunits.The second step is more intriguing.It does not depend on the metal concentration, and it might correspond to the gliding motion of one ring within the other while the second chelate fragment attempts to coordinate to the metal center.