156398-85-5Relevant academic research and scientific papers
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)
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
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
Synthesis and characterization of rigid bidentate nitrogen ligands and some examples of coordination to divalent palladium. X-ray crystal structures of bis(p-tolylimino)acenaphthene and methylchloropalladium(II)
Asselt, Rob van,Elsevier, Cornelis J.,Smeets, Wilberth J. J.,Spek, Anthony L.,Benedix, Roland
, p. 88 - 98 (2007/10/02)
The synthesis and characterization of the rigid bidentate nitrogen ligands bis-(phenylimino)camphane (Ph-BIC) and a series of bis(arylimino)acenaphthenes (Ar-BIAN) is described.These ligands were synthesized by the reaction of camphorquinone or acenaphthenequinone with the corresponding (substituted) aniline in the presence of ZnCl2 or NiBr2, followed by removal of the metal salt in a subsequent step.NDDO calculations on pTol-BIAN showed that the electronic properties of this ligand are comparable to the open-chain analogue Ph-DAB (DAB = 1,4-diaza-1,3-butadiene).The aromatic group on the imine N atom of Ar-BIAN ligands is oriented out of the bis(imino)acenaphthene plane, leading to the formation of syn and anti isomers for the ortho-substituted derivatives o-MeC6H4-BIAN and o-iPrC6H4-BIAN.In solution one isomer is observed for these ligands, but upon coordination to a Pd(Me)Cl fragment both syn and anti forms are present, as two isomers are formed.Furthermore, the attempted synthesis of bis(isopropylimino)cyclohexane is described, but it was found that a tautomeric imine-enamine compound is formed which coordinates to palladium(II) in a monodentate fashion, which could not be converted to a chelating ligand.The structure of pTol-BIAN and Pd(Me)Cl(o,o'-iPr2C6H3-BIAN) in the solid state were determined by X-ray diffraction. pTol-BIAN is monoclinic, space group C2, a = 20.021(2), b = 8.7703(10), c = 5.5664(10) Angstroem, β = 103.37(1) deg, Z = 2, final R = 0.040 for 963 reflections with I>2.5?(I).Pd(Me)Cl(o,o'-iPr2C6H3-BIAN) is orthorhombic, space group Pbca, a = 11.440(2), b = 21.250(3), c = 27.087(2) Angstroem, Z = 8, final R = 0.043 for 2433 reflections with I>2.0?(I).
