87518-61-4

Usage

Uses

Used in Metal Coordination Chemistry:
1,10-Phenanthroline, 2,9-bis(chloromethyl)is used as a chelating ligand for forming stable complexes with transition metal ions. This application is crucial in metal coordination chemistry, where the compound's bidentate nature allows for the creation of robust and well-defined structures.
Used in Catalyst Development:
The complexes formed by 1,10-Phenanthroline, 2,9-bis(chloromethyl)with transition metal ions have been studied for their potential use as catalysts. Their unique coordination properties make them promising candidates for catalytic applications in various chemical reactions.
Used in Luminescent Materials:
1,10-Phenanthroline, 2,9-bis(chloromethyl)-'s ability to form complexes with metal ions has also led to its exploration in the development of luminescent materials. These materials can be utilized in a range of applications, including sensors, optoelectronics, and bioimaging.
Used in Biological Imaging:
1,10-Phenanthroline, 2,9-bis(chloromethyl)and its metal complexes have been investigated for their use in biological imaging. 1,10-Phenanthroline, 2,9-bis(chloromethyl)-'s coordination chemistry allows for the potential development of imaging agents that can selectively target and visualize specific biological processes or structures.
Used in Organic Synthesis:
The chloromethyl groups present in 1,10-Phenanthroline, 2,9-bis(chloromethyl)make it a versatile building block for the synthesis of more complex organic molecules. This application is valuable in the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.
Overall, 1,10-Phenanthroline, 2,9-bis(chloromethyl)has a diverse range of applications across various scientific fields, owing to its unique coordination properties and reactivity. Its potential in catalysis, luminescent materials, biological imaging, and organic synthesis highlights its importance in modern chemical research and development.

Upstream product

• 78831-36-4 1,10-phenanthroline-2,9-dimethanol 
• 78831-41-1 2,9-Bis(trichloromethyl)-1,10-phenanthroline 
• 484-11-7 2.9-dimethyl-1,10-phenanthroline 
• 57709-62-3 1,10-phenanthroline-2,9-dicarboxaldehyde 

Downstream Products

• 116088-54-1 C₆₃H₅₁N₉O₆S₃ 
• 116088-52-9 7,8,9,18,19,20-hexahydro-18,19-bis((4-methylphenyl)-sulfonyl)-1,21:4,6:10,12:15,17-tetraethenodibenzo<1,4,7,10,13,16>hexaazacyclooctadecine 
• 183310-21-6 2,5,8-trithia-[9](2,9)-1,10-phenanthrolinophane 
• 350014-32-3 5-oxa-2,8-dithia[9](2,9)-1,10-phenanthrolinophane 
• 98217-78-8 tetraethyl((1,10-phenanthroline-2,9-diyl)bis(methylene))bis-(phosphonate) 

Relevant academic research and scientific papers

A new tetradentate mixed aza-thioether macrocycle and its complexation behavior towards Fe(II), Ni(II) and Cu(II) ions

A new tetradentate mixed aza-thioether macrocyclic ligand 2,6-dithia[7](2,9)-1,10-phenanthrolinophane ([13]ane(phenN2)S2) was successfully synthesized. Reacting metal precursors [Fe(CH3CN)2(OTf)2], Ni(ClO4)2·6H2O, and Cu(ClO4)2·6H2O with one equivalent of [13]ane(phenN2)S2 afforded [Fe([13]ane(phenN2)S2)(OTf)2] (1), [Ni([13]ane(phenN2)S2)](ClO4)2 (2(ClO4)2), and [Cu([13]ane(phenN2)S2)(OH2)](ClO4)2 (3(ClO4)2), respectively. The structures of [13]ane(phenN2)S2 and all of its metal complexes were investigated by X-ray crystallography. The [13]ane(phenN2)S2 was found to behave as a tetradentate ligand via its donor atoms N and S.

Re(i) derivatives functionalised with thioether crowns containing the 1,10-phenanthroline subunit as a new class of chemosensors

A series of luminescent fac-[Re(CO)3(L)(NN)]+ complexes, where L is a pyridine or an imidazole and NN is the 1,10-phenanthroline subunit of mixed donor pentadentate thioether crowns have been synthesised and their luminescence properties have been analysed. Then, heterometallic Re(i)/Au(i) complexes, with the Au(i) fragment bonded directly to the imidazole ligand, and heterometallic Re(i)/Ag(i) complexes, with the silver fragment coordinating the S-donor thioether linker of the rings have also been prepared. Analysis of their luminescence properties showed a considerable blue shift of the emission maxima for the Re(i)/Ag(i) derivatives, upon coordination of the silver centre to the S-donor atoms of the aliphatic chain of the macrocyclic units.

Syntheses of 2,9-Bis(halomethyl)-1,10-phenanthrolines: Potential Robust Ligands for Metal Oxidation Catalysts

Free radical halogenation of 2,9-dimethyl-1,10-phenanthroline with N-bromosuccinimide and N-chlorosuccinimide form the known α-methyl derivatives 2,9-bis(trihalomethyl)-1,10-phenanthrolines.The compound 2,9-bis(trichloromethyl)-1,10-phenanthroline can be used for one-step syntheses of oxidatively resistant fluoro- and partially reduced chloromethyl derivatives capable of coordination to metal oxidation catalysts.

Catalytic hydrolysis of phosphate esters by metallocomplexes of 1,10-phenanthroline derivatives in micellar solution

Divalent metal-ion complexes of 2,9-bis-1,10-phenanthroline (C12Phen-MII) in neutral Brij 35 micelles catalyse the hydrolysis of various phosphate triesters, diesters and monoesters.The catalytic activity of C12Phen-MII has been compared with that of the metal-ion complexes of its water-soluble counterpart 2,9-bis-1,10-phenanthroline (C1Phen-MII).Saturation kinetics provide evidence for preliminary formation of ligand-MII-phosphate ester complexes, which decay to products.The hydroysis of diphenyl 4-nitrophenyl phosphate (1b) coordinated to C12Phen-ZnII proceeds 8700 times faster than the hydrolysis of 1b in the absence of metallocatalyst.Kinetic studies indicate that phosphate triesters containing a metal-ion-binding site in close proximity to the phosphoryl bond, i.e., diphenyl 5-nitro-2-pyridyl phosphate (2b) and diphenyl 5-nitro-8-quinolyl phosphate (3), are hydrolysed by the same mechanism as 1b.