85575-93-5

Usage

Uses

Used in Coordination Chemistry:
2,9-DI-N-BUTYL-1,10-PHENANTHROLINE is used as a ligand for the formation of metal complexes, leveraging its lipophilic properties to facilitate the creation of stable complexes with various metal ions.
Used in Analytical Chemistry:
In the field of analytical chemistry, 2,9-DI-N-BUTYL-1,10-PHENANTHROLINE is used as an extraction and separation agent, taking advantage of its lipophilic nature to selectively extract certain compounds from complex mixtures.
Used in Research and Industrial Applications:
2,9-DI-N-BUTYL-1,10-PHENANTHROLINE is employed as a chelating agent in research and industrial processes, where its ability to bind with metal ions can be utilized for various purposes, such as improving the efficiency of certain reactions or stabilizing specific compounds.
Used in Pharmaceutical Development:
2,9-DI-N-BUTYL-1,10-PHENANTHROLINE has potential applications in pharmaceuticals, where it may be used in the development of new drugs or as a component in drug formulations, thanks to its ability to form stable complexes with metal ions.
Used in Catalysis:
2,9-DI-N-BUTYL-1,10-PHENANTHROLINE also has potential uses in the field of catalysis, where it could be employed as a catalyst or a catalyst support, enhancing the efficiency of chemical reactions through its interaction with metal ions.

InChI:InChI=1/C20H24N2/c1-3-5-7-17-13-11-15-9-10-16-12-14-18(8-6-4-2)22-20(16)19(15)21-17/h9-14H,3-8H2,1-2H3

Upstream product

• 109-72-8 n-butyllithium 
• 66-71-7 1,10-Phenanthroline 
• 2417-93-8 propyllithium 

Downstream Products

• 874602-26-3 2,9-dibutyl-1,10-phenanthroline-5,6-diamine 
• 874602-30-9 7,10-dibutyl-2,3-bis[(triisopropylsilyl)ethynyl]pyrazino[2,3-f][1,10]phenanthroline 
• 396723-84-5 [Cu(2,9-di-n-butylphenanthroline)(2,9-di-n-butylphenanthroline)]BF₄ 
• 396723-85-6 [Cu(2,9-di-n-butyl-1,10-phenanthroline)(bis[2-(diphenylphosphino)phenyl]ether)]BF₄*acetonitrile 
• 1032154-71-4 (+)-(S)-2,9-diisopropyl-1,2,3,4-tetrahydro-1,10-phenanthroline 
• 1032154-63-4 (2R,9R)-2,9-di-n-butyl-1,2,3,4,7,8,9,10-octahydro-1,10-phenanthroline 
• 1062550-63-3 C₂₀H₃₂N₂ 
• 1060639-53-3 PtCl₂(2,9-di-n-butyl-1,10-phenanthroline)] 
• 1192545-07-5 [2,9-di-n-butyl-1,10-phenanthroline(+1H)][AuCl₄] 
• 1192545-09-7 [(^di-n-butylphen)AuCl₃] 
• 75875-33-1 [Cu(2,9-di-n-butyl-1,10-phenanthroline)2]⁽¹⁺⁾ 
• 1032154-81-6 (5R,9R)-5,9-dibutyl-4,5,10,11-tetrahydro-3H-imidazo[1,5,4,3-lmn][1,10]phenanthrolin-7(9H)-one 

Relevant academic research and scientific papers

Synthesis of poly(1,10-phenanthroline-5,6-diyl)s having a π-stacked, helical conformation

5,6-Dibromo-1,10-phenanthroline and 2,9-di-n-butyl-5,6-dibromo-1,10-phenanthroline were polymerized using a Ni catalyst to afford helical polymers in which the phenanthroline moieties are densely stacked on top of each other. Polymerization of the latter monomer using a chiral catalyst led to a preferred-handed helix. This is the first Ni-catalyzed helix-sense-selective polymerization of aromatic compounds.

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

Self-assembling of n-type semiconductor tri(phenanthrolino) hexaazatriphenylenes with a large aromatic core

Large disk-shaped aromatic tri(phenanthrolino)hexaazalriphenylenes 5a, 5b, and 5c with six butyl, dodecyl, and 4-octylphenyl groups, respectively, were self-assembled both in solution and film state to form one-dimensional aggregates. Their n-type semiconducting nature was indicated from CV measurement, in which the first reduction potentials were evaluated at around -1.7 V (vs Fc/Fc+) in dichloromethane.

Substituted 1,10-phenanthroline-5,6-diamines and their extension to soluble, acetylenic pyrazinophenanthrolines

2,9-Disubstituted and 3,8-disubstituted 1,10-phenanthrolines have been converted to the respective 5,6-diamines in three steps. The new heterocycles have been employed in condensation reactions with a protected 1,2-dialkynyl-1,2-dione to afford solubility-improved, acetylenic pyrazinophenanthrolines (pyzphen). In an initial study, the synthetic scope of these novel acetylenic ligands is evaluated. Georg Thieme Verlag Stuttgart.

Production method of a cross-coupling compound from an alkyl halide and an organoboron compound

There is provided a method for producing a coupling compound of formula (1):(Y-)(n-1)R1-R2-(R1)(n'-1) wherein R1, R2 n and n' are as defined below, Y is R2 or X as defined below, which method comprises reactinganorganichalogen compound of formula (2):n' (R1X1n) wherein X1 represents a bromine or iodine, R1 represents a substituted or unsubstituted, linear, branched or cyclic hydrocarbon group of which α and β carbon atoms in relation to X1 are sp3 carbon atoms, n and n' each independently represent an integer of 1 or 2, and provided that n and n' do not simultaneously represent 2, with an organic boron compound of formula (3):m{R2(BX22)n'} wherein R2 represents a substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl or substituted or unsubstituted alkenyl group and the boron atom is bonded with an sp2 carbon atom thereof, X2 represents a hydroxyl or alkoxy group, n' is as defined above, m represents an integer of 1 or 2, and m is not more than n, in the presence of a catalyst comprising a) a nickel compound, and ???b) b-1) a compound of formula (i): ???or ???b-2) a compound of formula (ii):

Synthesis and antimycoplasmal activity of 2,2'-bipyridyl analogues. Part III. 1,10-Phenanthrolines and 2,2'-bipyridyls

The synthesis and antimycoplasmal activity in the presence of copper of a series of 1,10-phenanthrolines and 2,2'-bipyridyls are presented. It is shown that the unsubstituted parent compounds have the lowest activity. Introduction of substituents in one or both of the orthopositions raises the activity, alkyl groups having the most pronounced activity enhancing effect. Generally 1,10-phenanthrolines are 2-4 times more active than corresponding 2,2'-bipyridyls.

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.