153531-52-3Relevant academic research and scientific papers
Solvatochromism, DNA binding, antitumor activity and molecular modeling study of mixed-ligand copper(II) complexes containing the bulky ligand: Bis[N-(p-tolyl)imino]acenaphthene
El-Ayaan, Usama,Abdel-Aziz, Alaa A.-M.,Al-Shihry, Shar
, p. 1325 - 1333 (2007)
Four mixed-ligand copper(II) complexes of the nitrogen ligand bis[N-(p-tolyl)imino]acenaphthene 1 (p-Tol-BIAN). These complexes, namely [Cu(p-Tol-BIAN)2](ClO4)2 2, [Cu(p-Tol-BIAN)(acac)](ClO4) 3, [Cu(p-Tol-BIAN)
Potent half-sandwich Ru(Ⅱ) N^N (aryl-BIAN) complexes: Lysosome-mediated apoptosis, in vitro and in vivo anticancer activities
Xu, Zhishan,Huang, Jie,Kong, Deliang,Yang, Yuliang,Guo, Lihua,Jia, Xianglei,Zhong, Genshen,Liu, Zhe
, (2020)
Herein a new series of organometallic half-sandwich Ru(Ⅱ) complexes bearing aryl-BIAN chelating ligands with various electron-withdrawing and electron-donating substituents have been developed as theranostic agents. All the complexes display much higher anti-proliferative potency than the clinical chemotherapeutic drug cisplatin towards seven cancer cell lines. The anti-proliferative efficacy of these complexes is correlated to their electron-withdrawing ability. Interestingly, complex Ru1 also potently suppresses cancer cell migration in vitro and effectively inhibit tumor growth in vivo in a CT26 colon cancer mouse xenograft model. Mechanisms of action studies display that Ru1 can favorably accumulate in lysosome and exerts anti-cancer potency by inducing a series of events related to lysosomal dysfunction in CT26 cells. Interestingly, inhibition of lysosomal enzymes leads to suppression of cytotoxicity and apoptosis induced by Ru1. Our results elucidate that complex Ru1 can elicit cytotoxicity through lysosome-mediated apoptosis in vitro and suppress tumor growth in vivo.
Unexpected coordination behavior of ruthenium to a polymeric α-diimine containing the poly[bis(arylimino)acenaphthene] fragment
Ferretti, Francesco,Rota, Luca,Ragaini, Fabio
, (2021/02/05)
Use of homogeneous catalysts poses the problem of their recovery at the end of the reaction. A possible strategy to circumvent this problem is to make the ligand part of a polymer with limited solubility. In this work, we investigated the immobilization o
Aggregation-Induced Emission of Bis(imino)acenaphthene Zinc Complexes: Photophysical Tuning via Methylation of the Flanking Aryl Substituents
Evans, Daniel A.,Lee, Lucia Myongwon,Vargas-Baca, Ignacio,Cowley, Alan H.
, p. 2422 - 2428 (2015/06/23)
Bis(imino)acenaphthene zinc complexes with methylated aryl substituents have been examined from the standpoint of their photoluminescent properties. Although complexes 1-4 proved to be nonemissive in solution, complexes 1 and 2 were found to emit via an a
Vanadyl cationic complexes as catalysts in olefin oxidation
Nunes, Carla D.,Vaz, Pedro D.,Félix, Vítor,Veiros, Luis F.,Moniz, Tania,Rangel, Maria,Realista, Sara,Mourato, Ana C.,Calhorda, Maria José
, p. 5125 - 5138 (2015/03/18)
Three new mononuclear oxovanadium(iv) complexes [VO(acac)(R-BIAN)]Cl (BIAN = 1,2-bis{(R-phenyl)imino}acenaphthene, R = H, 1; CH3, 2; Cl, 3) were prepared and characterized. They promoted the catalytic oxidation of olefins such as cyclohexene, cis-cyclooctene, and styrene with both tbhp (tert-butylhydroperoxide) and H2O2, and of enantiopure olefins (S(-)- and R(+)-pinene, and S(-)- and R(+)-limonene) selectively to their epoxides, with tbhp as the oxidant. The TOFs for styrene epoxidation promoted by complex 3 with H2O2 (290 mol mol-1V h-1) and for cis-cyclooctene epoxidation by 2 with tbhp (248 mol mol-1V h-1) are particularly good. Conversions reached 90% for several systems with tbhp, and were lower with H2O2. A preference for the internal CC bond, rather than the terminal one, was found for limonene. Kinetic data indicate an associative process as the first step of the reaction and complex [VO(acac)(H-BIAN)]+ (1+) was isolated in an FTICR cell after adding tbhp to 1. EPR studies provide evidence for the presence of a V(iv) species in solution, until at least 48 hours after the addition of tbhp and cis-cyclooctene, and cyclic voltammetry studies revealed an oxidation potential above 1 V for complex 1. DFT calculations suggest that a [VO(H-BIAN)(MeOO)]+ complex is the likely active V(iv) species in the catalytic cycle from which two competitive mechanisms for the reaction proceed, an outer sphere path with an external attack of the olefin at the coordinated peroxide, and an inner sphere mechanism starting with a complex with the olefin coordinated to vanadium. This journal is
Bis(aryl)acenaphthenequinonediimine substituent effect on the properties and coordination environment of ligands and their bis-chelate AgI complexes
Papanikolaou, Panagiotis A.,Gdaniec, Maria,Wicher, Barbara,Akrivos, Pericles D.,Tkachenko, Nikolai V.
, p. 5196 - 5205 (2013/10/22)
The reaction of a series of Ar-BIAN ligands (Ar = o-Ph, m-Cl, m-CF 3, p-Cl, p-MeO, and p-Me-C6H4) with AgNO 3 results in the formation of the corresponding bis-chelate complexes. Substituent groups on the aryl rings seem to offer tunability of the electronic properties of the diimines, also affecting the metal coordination environment through the mono-coordination or chelation of the nitrate anion as promoted by the substituents p-MeO, p-Me, and m-CF3. The enhanced absorption capacity of the complexes in the visible region in combination with the well-known redox activity of the ligands and their ability to potentially accommodate a fifth coordinated ligand on the metal center opens a route for the preparation of new silver species of high propensity for catalytic, photocatalytic, and biological applications. Six new AgI-bis(BIAN) complexes along with their ligands were synthesized and studied. Substituent groups offer tunability of the electronic properties and structural environment of the compounds. The versatility on the metal coordination sphere opens the way for the design of photoactive species with a variety of applications. Copyright
The use of sublimable chlorotricarbonyl bis(phenylimino)acenaphthene rhenium(I) complexes as photosensitizers in bulk-heterojunction photovoltaic devices
Mak, Chris S.K.,Wong, Hei Ling,Leung, Qing Yun,Tam, Wing Yan,Chan, Wai Kin,Djuri?i?, Aleksandra B.
experimental part, p. 2770 - 2776 (2009/12/06)
A series of sublimable substituted chlorotricarbonyl bis(phenylimino)acenaphthene rhenium(I) complexes was synthesized and used in the fabrication of photovoltaic devices. The hole and electron carrier mobilities of these complexes are in the order of 10-3 to 10-4 cm2 V-1 s-1. Heterojunction devices with CuPc/complex/C60 (CuPc = copper phthalocyanine) as the active layer and bulk heterojunction devices with complex:C60 as the active layer were fabricated. The rhenium complexes function as photosensitizer in the devices, and exhibit optical absorption in the region between 500 and 550 nm within which other components in the device do not absorb. Other devices with hole transport materials, exciton blocking materials, and different active layer thickness were also fabricated. Variation of substitution groups in the ligand did not show significant difference in device performance. The best power conversion efficiency of the devices was measured to be 1.29% under illumination of AM1.5 simulated solar light.
Method of establishing the Lewis acidity of a metal fragment based on the relative binding strengths of Ar-BIAN ligands (Ar-BIAN = bis(aryl)acenaphthenequinonediimine)
Gasperini, Michela,Ragaini, Fabio
, p. 995 - 1001 (2008/10/09)
The relative coordination strengths of a series of differently substituted Ar-BIAN ligands (Ar-BIAN = bis(aryl)acenaphthenequinonediimine) to a series of palladium complexes in both the formal 0 and 2 oxidation states have been determined. In all cases a good to excellent linearity of log Keq with respect to the Hammett σ constants of the substituents on the aryl fragments of the ligands was observed. The resulting ρ constant is proposed to be a good indication of the Lewis acidity of the metal fragment, a physical quantity for which experimental parameters have been determined only for a limited class of compounds. The obtained parameters allow a comparison not only of different olefin complexes among themselves but also with respect to different metal fragments such as Pd(OAc)2, Pd(Me)Cl, and a π-allyl complex. The Lewis acidity of the olefin complexes is extremely variable and ranges from the less acidic (Pd(Ar-BIAN)(DMFU); DMFU = dimethyl fumarate) to two of the most acidic (Pd(Ar-BIAN)(TCNE) and Pd(Ar-BIAN)(FN); TCNE = tetracyanoethylene, FN = fumarodinitrile) complexes among those examined. A cationic π-allyl complex has the highest Lewis acidity among the complexes examined. The importance of steric effects is examined in some cases.
