24463-19-2Relevant articles and documents
Anthracene coupled adenine for the selective sensing of copper ions
Ghosh, Kumaresh,Sen, Tanushree
, (2010)
Anthracene-based adenines 1 and 2 have been designed and synthesized, and their metal ion recognition properties have been established fluorometrically. Both molecules exhibit Cu 2+ induced ON-OFF type signaling patterns over the other representative metal ions studied. Compound 1 exhibits 97% quenching of emission in the presence of Cu 2+ whilst derivative 2 shows 81% quenching under similar experimental conditions.
Intramolecular stacking of two aromatic rings in the platinum(II) coordination sphere: Preparation, crystal structures, and 1H NMR spectra of bipyridine(N-arylmethyl-1,2-ethanediamine)platinum(II) nitrate
Goto, Masafumi,Matsumoto, Takashi,Sumimoto, Masamitsu,Kurosaki, Hiromasa
, p. 97 - 105 (2000)
Square-planar complexes with the formula [Pt(L1)(L2)](NO3)2·nH2O, where L1 is bipyridine (bpy) and L2 is N-benzyl-1,2-ethanediamine (Been) (1) (n = 0), N-(1-naphthyl)methyl-1,2-ethanediamine (Npen) (2) (n = 2), and N-(9-anthryl)methyl-1,2-ethanediamine (Aten) (3) (n = 2), were prepared and X-ray crystal-structure determinations were carried out. The molecular structures of the complex cations revealed that the N-arylmethyl groups are forced to take pseudo axial dispositions due to an intramolecular repulsion from hydrogen atoms of bpy. The aromatic-aromatic interaction between the aromatic rings of ethanediamine derivatives and coordinated bpy caused 2 and 3 to take a conformation where the aromatic ring and bpy stack face-to-face to each other intramolecularly. An intermolecular aromatic-aromatic face-to- face interaction was also observed for 1, 2, and 3 in the crystals. The latter interaction occurs between bpy and the aryl substituent, except for 1. For D2O solutions of 1 through 3, significant upfield shifts due to the intramolecular stacking were observed in the 1H NMR spectra for the protons on the half ring of bipyridine, depending on the size of the aromatic ring. The crystal data of 1: monoclinic, P21/c, a = 9.884(2), b = 24.717(2), c = 9.560(5) A, β = 113.83(3)°, Z = 4, and R = 0.029. 2: monoclinic, Ia, a = 17.030(5), b = 10.461(4), c = 14.727(4) A, β = 94.72°, Z = 4, and R = 0.023. 3: monoclinic, P(n), a = 10.471(2), b = 8,844(5), c = 15.332(3)A, β = 98.61(2)°, Z = 2, and R = 0.034.
Reductive Amination by Photoredox Catalysis and Polarity-Matched Hydrogen Atom Transfer
Guo, Xingwei,Wenger, Oliver S.
supporting information, p. 2469 - 2473 (2018/01/27)
The excitation of a RuII photosensitizer in the presence of ascorbic acid leads to the reduction of iminium ions to electron-rich α-aminoalkyl radical intermediates, which are rapidly converted into reductive amination products by thiol-mediated hydrogen atom transfer (HAT). As a result, the reductive amination of carbonyl compounds with amines by photoredox catalysis proceeds in good to excellent yields and with broad substrate scope and good functional group tolerance. The three key features of this work are 1) the rapid interception of electron-rich α-aminoalkyl radical intermediates by polarity-matched HAT in a photoredox reaction, 2) the method of reductive amination by photoredox catalysis itself, and 3) the application of this new method for temporally and spatially controlled reactions on a solid support, as demonstrated by the attachment of a fluorescent dye on an activated cellulose support by photoredox-catalyzed reductive amination.