31535-89-4Relevant articles and documents
An Active-Site Sulfonate Group Creates a Fast Water Oxidation Electrocatalyst That Exhibits High Activity in Acid
Nash, Aaron G.,Breyer, Colton J.,Vincenzini, Brett D.,Elliott, Gregory I.,Niklas, Jens,Poluektov, Oleg G.,Rheingold, Arnold L.,Smith, Diane K.,Musaev, Djamaladdin G.,Grotjahn, Douglas B.
, p. 1540 - 1545 (2021)
The storage of solar energy in chemical bonds will depend on pH-universal catalysts that are not only impervious to acid, but actually thrive in it. Whereas other homogeneous water oxidation catalysts are less active in acid, we report a catalyst that maintained high electrocatalytic turnover frequency at pH values as low as 1.1 and 0.43 (kcat=1501±608 s?1 and 831±254 s?1, respectively). Moreover, current densities, related to catalytic reaction rates, ranged from 15 to 50 mA cm?2 mM?1 comparable to those reported for state-of-the-art heterogeneous catalysts and 30 to 100 times greater than those measured for two prominent literature homogeneous catalysts at pH 1.1 and 0.43. The catalyst also exhibited excellent durability when a chemical oxidant was used (CeIV, 7400 turnovers, TOF 0.88 s?1). Preliminary computational studies suggest that the unusual active-site sulfonate group acts a proton relay even in strong acid, as intended.
Relative Reactivities of Heteroaromatic Cations toward Ferricyanide Ion Oxidation
Bunting, John W.,Stefanidis, Dimitrios
, p. 2068 - 2071 (1986)
The kinetics of the ferricyanide ion oxidation of the N-methyl cations of pyridine (also N-ethyl cation), quinoline, 5,6-benzoquinoline, 7,8-benzoquinoline, 1,10-phenanthroline, and phenanthridine have been investigated in 20percent acetonitrile- 80percent water over the range pH 12-14 (25 deg C, ionic strength 1.0).The initial rates of oxidation of all of these cations are first order in each of ferricyanide ion and heterocyclic cation.All cations, with the exception of the pyridinium cations, display inhibition by the ferrocyanide ion reaction product, in an analogous manner to that previously analyzed in detail for the oxidation of isoquinolinium cations (accompanying paper).The pH dependences of these oxidations are all consistent with rate-determining attack of ferricyanide ion upon the alkoxide ion of the pseudobase derived from each cation.The relative reactivities of these pseudobase alkoxide ions (of the N-methyl cations) toward ferricyanide ion attack are shown to be isoquinolinium > pyridinium > quinolinium ca. 5,6-benzoquinolinium ca. 7,8-benzoquinolinium > 1,10-phenanthrolinium > phenanthridinium > acridinium.
Luminescent complexes of europium (III) with 2-(phenylethynyl)-1,10-phenanthroline: The role of the counterions
Dimitrova, Yana,Dimov, Deyan,Elenkova, Denitsa,Lyapchev, Rumen,Morgenstern, Bernd,Romanova, Julia,Tsvetkov, Martin,Zaharieva, Joana
, (2021/12/04)
New antenna ligand, 2-(phenylethynyl)-1,10-phenanthroline (PEP), and its luminescent Eu(III) complexes, Eu(PEP)2Cl3 and Eu(PEP)2(NO3)3, are synthesized and characterized. The syn-thetic procedure applied is based on reacting of europium salts with ligand
Synthesis of Novel Chiral Phenanthroline Ligands and a Copper Complex
Li, Jian,Tang, Jingjing,Yang, Xueyan,Zhang, Zhipeng
, (2021/11/26)
A novel class of chiral multidentate ligands has been designed and synthesized from the important classic ligand 1,10-phenanthroline and amino acids. The ligands were proven to be able to coordinate with copper(2+) ion by the formation of a novel chiral c
Base-promoted aerobic oxidation of: N -alkyl iminium salts derived from isoquinolines and related heterocycles
Bai, Li-Gang,Zhou, Yue,Zhuang, Xin,Zhang, Liang,Xue, Jian,Lin, Xiao-Long,Cai, Tian,Luo, Qun-Li
supporting information, p. 197 - 203 (2020/01/13)
Potassium tert-butoxide-promoted aerobic oxidation of N-alkyl iminium salts is reported. The reaction is atom-economical and environmentally friendly. Iminium salts derived from isoquinoline, quinoline, phenanthridine, phenanthroline, and phthalazine were successfully transformed into their corresponding unsaturated lactams with up to 95% yield under mild conditions in the absence of photocatalysts and metallic or organic catalysts. Owing to the general substrate scope, low cost, feasibility of scale up, wide availability of reagents, and green reaction conditions, this method shows great potential for preparing isoquinolones and related compounds. The method was applied for atom- and step-economical total synthesis of natural products such as norketoyobyrine.
Direct arylation of phenanthroline derivatives via oxidative C-H/C-H cross-coupling: Synthesis and discovery of excellent ligands
Li, Bijin,Qin, Xurong,You, Jingsong,Cong, Xuefeng,Lan, Jingbo
supporting information, p. 1290 - 1293 (2013/05/09)
A concise synthetic protocol for aryl functionalized phenanthrolines has been developed. It was demonstrated that 3,8-diphenyl-1,10-phenanthroline (7a) is competent in promoting transition-metal-free direct arylation and 2,3,8,9-tetraphenyl-1,10-phenanthroline (8a) is a highly efficient ligand in the in situ Pd-catalysed Heck reaction.
Substituted phenanthrolines as antennae in luminescent EuIII complexes
Akerboom, Sebastiaan,Van Den Elshout, Jos J. M. H.,Mutikainen, Ilpo,Siegler, Maxime A.,Fu, Wen Tian,Bouwman, Elisabeth
supporting information, p. 6137 - 6146 (2014/01/06)
Eight novel europium(III)-based coordination compounds with 1,10-phenanthroline (phen) ligands with a chloro, methoxy, ethoxy, cyano, carboxylic acid, methyl carboxylate, ethyl carboxylate, and amino substituent on the 2-position have been prepared in yields ranging from 43 to 89 %. Additionally, one lanthanum(III) coordination compound of 2-amino-1,10- phenanthroline has been isolated. All compounds have the general formula [Ln(L)2(NO3)3], except for the compound with the carboxylate ligand, which has the formula [Eu(O2Cphen) 3]. Three of the EuIII complexes as well as the La III compound crystal structures have been determined, all of which show similar N4O6 coordination spheres for the Ln III ion. Seven compounds exhibit bright luminescence that is characteristic of EuIII upon irradiation with near-UV radiation, thus indicating efficient ligand-to-metal energy transfer. The complex with 2-amino-1,10-phenanthroline is nonluminescent. The solid-state photoluminescent quantum yields range from 10 to 79 %, and the luminescence lifetimes vary from 0.43 to 1.57 ms. Analysis of the spectral intensities with the Judd-Ofelt theory shows a significant contribution of nonradiative processes that quench the luminescence of the 5D0 level on EuIII. Eight new EuIII complexes with 1,10-phenanthroline ligands substituted on the 2-position have been prepared, analyzed, and the photoluminescence properties studied. The complex with the 2-chloro substituent exhibits bright photoluminescence with a high quantum yield of 78 %. The complex with the 2-amino substituent is nonluminescent. Copyright
Synthesis of new pyrrole-pyridine-based ligands using an in situ Suzuki coupling method
Boettger, Matthias,Wiegmann, Bjoern,Schaumburg, Steffen,Jones, Peter G.,Kowalsky, Wolfgang,Johannes, Hans-Hermann
supporting information; experimental part, p. 1037 - 1047 (2012/08/28)
The compounds 6-(pyrrol-2-yl)-2,2'-bipyridine, 2-(pyrrol-2-yl)-1,10- phenanthroline and 2-(2-(N-methylbenz[d,e]imidazole)-6- (pyrrol-2-yl)-pyridine were synthesized by using an in situ generated boronic acid for the Suzuki coupling. Crystals of the products could be grown and exhibited interesting structures by X-ray analysis, one of them showing a chain-like network with the adjacent molecules linked to each other via intermolecular N-H...N hydrogen bonds.
RARE EARTH METAL COMPLEX HAVING PHENANTHROLINE COMPOUND AS LIGAND
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Page/Page column 33, (2012/10/07)
The present invention provides a rare earth metal complex represented by the following formula (I).
PHENANTHROLINE DERIVATIVES AND THEIR USE AS LIGANDS
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Page/Page column 22-23, (2011/04/18)
The present invention provides a novel compound having a phenanthroline structure represented by the following formula (I) or a salt thereof useful as a ligand of an analytical marker using fluorescence.
