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Usage

Uses

Used in Analytical Chemistry:
2,9-Diphenyl-1,10-phenanthroline is used as a colorimetric reagent for the determination of transition-metal ions. Its ability to form strong and highly colored complexes with these metal ions makes it an ideal choice for spectrophotometric measurements, facilitating the accurate detection and quantification of metal ion concentrations in various samples.
Used in Electrochemical Sensors:
In the field of electrochemistry, 2,9-Diphenyl-1,10-phenanthroline is employed as a component in the development of sensors. Its interaction with metal ions allows for the creation of sensors that can selectively detect and measure the presence of specific metal ions, which is crucial in environmental monitoring and medical diagnostics.
Used in Organic Synthesis:
2,9-Diphenyl-1,10-phenanthroline also serves as a building block and a reagent in organic synthesis. Its unique structure and metal-chelating properties make it a valuable component in the synthesis of complex organic molecules and coordination compounds.
Used in Medical Diagnostics:
2,9-Diphenyl-1,10-phenanthroline has been studied for its potential applications in medical diagnostics. Its ability to form colored complexes with metal ions can be harnessed to develop diagnostic tests that detect and measure the levels of specific metal ions, which may be indicative of certain health conditions or the presence of environmental toxins.
Used in the Development of Luminescent Materials:
2,9-Diphenyl-1,10-phenanthroline has been explored for its potential in the creation of luminescent materials. The strong coloration resulting from its interaction with metal ions could be utilized in the development of materials that exhibit unique optical properties, with potential applications in lighting, displays, and other optoelectronic devices.

InChI:InChI=1/C24H16N2/c1-3-7-17(8-4-1)21-15-13-19-11-12-20-14-16-22(18-9-5-2-6-10-18)26-24(20)23(19)25-21/h1-16H

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 116529-78-3 2-phenylquinolin-8-ylamine 
• 66-71-7 1,10-Phenanthroline 
• 591-51-5 phenyllithium 
• 39069-02-8 2,9-dibromo-1,10-phenanthroline 
• 98-80-6 phenylboronic acid 
• 39588-59-5 3,6,7,9-tetrahydro-5H-<1,4>diazepino<1,2,3,4-lmn><1,10>phenanthroline-3,9-dione 
• 15302-99-5 6,7-dihydro-5H-[1,4]diazepino[1,2,3,4-l,m,n][1,10]phenanthroline-4,8-diium dibromide 

Downstream Products

• 92205-20-4 {Cu(I)(2,9-diphenyl-1,10-phenanthroline)2}BF₄ 
• 183294-82-8 bis(2,9-diphenyl-1,10-phenanthroline)copper(I) hexafluorophosphate 
• 1060639-59-9 [PtCl₂(2,9-diphenyl-1,10-phenanthroline)] 
• 1190867-50-5 [Cu(C₁₂H₆N₂(C₆H₅)2)(N(P(C₆H₅)2S)2)] 
• 1443009-63-9 [Ir(ppy)₂(2,9-diphenyl-1,10-phenanthroline)]PF₆ 
• 1096688-24-2 (2,9-diphenyl-1,10-phenanthroline)NiCl₂ 
• 175234-97-6 [RuCl₂(CO)2(C₂₄H₁₆N₂)] 
• 85626-37-5 bis(2,9-diphenyl-1,10-phenanthroline)copper(I) 

Relevant academic research and scientific papers

Effect of Ligand Structures of Copper Redox Shuttles on Photovoltaic Performance of Dye-Sensitized Solar Cells

In recent years, copper(I/II) complexes have emerged as alternative redox shuttles in dye-sensitized solar cells (DSSCs), exhibiting more positive redox potential than iodine- and cobalt-based redox shuttles. In particular, copper(I/II) complexes with 1,10-phenanthroline- or 2,2′-bipyridyl-based ligands attained moderate to high power conversion efficiencies (6-11%) with a high open-circuit voltage (VOC) over 1.0 V due to the positive potentials. Although copper(I/II) complexes with 1,10-phenanthroline-based ligands with 2,9-substituents have been developed, the effect of their ligand structures on the photovoltaic performance of DSSCs have not been fully addressed due to limited synthetic access to 1,10-phenanthroline derivatives. In this study, we designed and synthesized a series of copper(I/II) complexes with 1,10-phenanthroline ligands with different substituents at the 2,9-positions: bis(2-n-butyl-1,10-phenanthroline)copper(I/II) ([Cu(bp)2]1+/2+), bis(2-ethyl-9-methyl-1,10-phenanthroline)copper(I/II) ([Cu(emp)2]1+/2+), bis(2,9-diethyl-1,10-phenanthroline)copper(I/II) ([Cu(dep)2]1+/2+), and bis(2,9-diphenyl-1,10-phenanthroline)copper(I/II) ([Cu(dpp)2]1+/2+). The more positive redox potentials of [Cu(emp)2]1+/2+ and [Cu(dep)2]1+/2+, compared to that of bis(2,9-dimethyl-1,10-phenanthroline)copper(I/II) ([Cu(dmp)2]1+/2+), originate from the larger steric hindrance of the ethyl group instead of the methyl group, whereas the redox potential of [Cu(bp)2]1+/2+ is significantly shifted to the negative direction because of the lower steric hindrance of the 2-monosubstituted 1,10-phenanthroline ligands. The efficiency of the DSSC with [Cu(bp)2]1+/2+ (5.90%) is almost comparable to the DSSC with [Cu(dmp)2]1+/2+ (6.29%). In contrast, the DSSCs with [Cu(emp)2]1+/2+ (3.25%), [Cu(dep)2]1+/2+ (2.56%), and [Cu(dpp)2]1+/2+ (2.21%) exhibited lower efficiencies than those with [Cu(dmp)2]1+/2+ and [Cu(bp)2]1+/2+. The difference can be rationalized by the electron collection efficiencies. Considering the similar photovoltaic properties of the DSSCs with [Cu(bp)2]1+/2+ and [Cu(dmp)2]1+/2+, the use of copper(I/II) complexes with 2-monosubstituted 1,10-phenanthroline ligands as the redox shuttle may be useful to improve the short-circuit current density while retaining the rather high VOC value when dyes with a smaller bandgap (i.e., better light harvesting) are developed.

Strong Visible-Light-Absorbing Cuprous Sensitizers for Dramatically Boosting Photocatalysis

Developing strong visible-light-absorbing (SVLA) earth-abundant photosensitizers (PSs) for significantly improving the utilization of solar energy is highly desirable, yet it remains a great challenge. Herein, we adopt a through-bond energy transfer (TBET) strategy by bridging boron dipyrromethene (Bodipy) and a CuI complex with an electronically conjugated bridge, resulting in the first SVLA CuI PSs (Cu-2 and Cu-3). Cu-3 has an extremely high molar extinction coefficient of 162 260 m?1 cm?1 at 518 nm, over 62 times higher than that of traditional CuI PS (Cu-1). The photooxidation activity of Cu-3 is much greater than that of Cu-1 and noble-metal PSs (Ru(bpy)32+ and Ir(ppy)3+) for both energy- and electron-transfer reactions. Femto- and nanosecond transient absorption and theoretical investigations demonstrate that a “ping-pong” energy-transfer process in Cu-3 involving a forward singlet TBET from Bodipy to the CuI complex and a backward triplet-triplet energy transfer greatly contribute to the long-lived and Bodipy-localized triplet excited state.

APPLICATION OF 2,9-DI-SEC-BUTYL-1,10-PHENANTHROLINE AS A GLIOBLASTOMA TUMOR CHEMOTHERAPY

A method of inhibiting cancer cell growth is provided. In some versions, the method includes exposing lung cancer cells or glioma cells to 2,9-di-sec-butyl-1,10-phenanthroline (SBP) or derivatives of SBP in an amount effective to inhibit glioma cell growth. Also, a method of treating a lung cancer or a glioma tumor in a subject in need of such treatment is provided. The method includes administering SBP or derivatives of SBP to the subject in an amount effective to treat the lung cancer or glioma tumor. For either method, the method can further include exposing or administering pseudo five coordinate gold(III) complexes of SBP derivatives.

Asymmetric ruthenium-catalyzed hydrogenation of 2- and 2,9-substituted 1,10-phenanthrolines

A 'Phen'atic: The title reaction proceeds in the presence of the chiral cationic ruthenium diamine catalyst (R,R)-1 (Tf=trifluoromethanesulfonyl, Ts=4-toluenesulfonyl). Both chiral 1,2,3,4-tetrahydro- and 1,2,3,4,7,8,9,10- octahydro-1,10- phenanthroline derivatives could be obtained in high yields with excellent enantio- and diastereoselectivity. Copyright

Organic and organometallic nanofibers formed by supramolecular assembly of diamond-shaped macrocyclic ligands and PdII complexes

Stacked rings: A diamond-shaped macrocycle with two inward phenanthroline ligands and outward long alkyl chains, and its PdII complex form organic and organometallic fibrous aggregates, respectively, as revealed by NMR, UV/Vis, AFM, and TEM measurements. The most likely structures are face-to-face stacked macrocycles, generating nanotubes.

A rapid synthesis of asymmetric alkyl- and aryl-2,9-disubstitued 1,10-phenanthrolines

The finding that alkyl- and aryllithium reagents add almost instantly to the N-C2/C9 bond of 1,10-phenanthrolines led us to the development of a reaction scheme where the C2 and C9 positions of 1,10-phenanthroline can be functionalized by two different al

DIRECT SYNTHESIS OF DISUBSTITUTED AROMATIC POLYIMINE CHELATES

The reaction of an alkyl- or aryl-lithium with 1,10-phenanthroline followed by hydrolysis and rearomatisation with manganese dioxide gives good yields of the 2,9-disubstituted product.This synthetic method has been extended to other polyimines such as 2,2'-bipyridine, 2,2',6',2''-terpyridine and 1,8-naphtyridine.