150239-89-7Relevant articles and documents
Excimer-Monomer Photoluminescence Mechanochromism and Vapochromism of Pentiptycene-Containing Cyclometalated Platinum(II) Complexes
Lin, Che-Jen,Liu, Yi-Hung,Peng, Shie-Ming,Shinmyozu, Teruo,Yang, Jye-Shane
, p. 4978 - 4989 (2017)
The ability of the bulky H-shaped pentiptycene scaffold in promoting the mechanochromic and vapochromic luminescence properties for organometallic materials has been demonstrated with the N^C^N cyclometalated platinum(II) complexes [X-NCNPtY], where X = Br or Pa, the substituent on the terdentate dipyridylbenzene N^C^N ligand, and Y = Cl or Pa, the ancillary ligand, in which Pa = pentiptycene acetylene. Intermolecular interactions between the planar NCNPt cores are described by π-π and d?π interactions with negligible PtII···PtII bonding, corresponding to ligand-centered excimer rather than metal-metal-to-ligand charge-transfer emission, for these platinum(II) complexes in aggregates and in the solid state. Interplay of the relative excimer-to-monomer emission intensity in response to external force and/or vapor stimuli accounts for the luminescence mechanochromism and vapochromism of the pentiptycene-incorporated platinum(II) complexes [Pa-NCNPtCl], [Br-NCNPtPa], and [Pa-NCNPtPa], whereas the pentiptycene-free counterpart [Br-NCNPtCl] undergoes little or no emission color response. In particular, the complex [Pa-NCNPtCl] displays a distinct response to aromatic versus nonaromatic organic vapors: namely, aromatic vapors such as benzene convert the excimer emission to monomer emission, but the opposite is true with nonaromatic vapors. A two-stage emission color change from red to orange and then to yellow could thus be achieved by grinding and by subsequent benzene-vapor fuming. Another feature associated with [Pa-NCNPtCl] is an aggregation-induced green → magenta luminescence color change in water/tetrahydrofuran mixed solutions. The structure-luminescence property relationship is discussed in relation to intermolecular interactions and packing modes that depend on the number and positions of pentiptycene groups.
ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
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Paragraph 0359-0360, (2018/12/02)
Provided are an organometallic compound and an organic light-emitting device including the organometallic compound. The organometallic compound may be represented by Formula 1. In Formula 1, L1 may be a ligand represented by Formula 2A or 2B, and L2 may be a monovalent organic ligand or a divalent organic ligand.
Synthesis and self-assembly of NCN-pincer Pd-complex-bound norvalines
Ogata, Kazuki,Sasano, Daisuke,Yokoi, Tomoya,Isozaki, Katsuhiro,Yoshida, Ryota,Takenaka, Toshio,Seike, Hirofumi,Ogawa, Tetsuya,Kurata, Hiroki,Yasuda, Nobuhiro,Takaya, Hikaru,Nakamura, Masaharu
, p. 12356 - 12375 (2013/09/23)
The NCN-pincer Pd-complex-bound norvalines Boc-D/L-[PdCl(dpb)]Nva-OMe (1) were synthesized in multigram quantities. The molecular structure and absolute configuration of 1 were unequivocally determined by single-crystal X-ray structure analysis. The robustness of 1 under acidic/basic conditions provides a wide range of N-/C-terminus convertibility based on the related synthetic transformations. Installation of a variety of functional groups into the N-/C-terminus of 1 was readily carried out through N-Boc- or C-methyl ester deprotection and subsequent condensations with carboxylic acids, R 1COOH, or amines, R2NH2, to give the corresponding N-/C-functionalized norvalines R1-D/L-[PdCl(dpb)]Nva- R2 2-9. The dipeptide bearing two Pd units 10 was successfully synthesized through the condensation of C-free 1 with N-free 1. The robustness of these Pd-bound norvalines was adequately demonstrated by the preservation of the optical purity and Pd unit during the synthetic transformations. The lipophilic Pd-bound norvalines L-2, Boc-L-[PdCl(dpb)]Nva-NH-n-C 11H23, and L-4, n-C4H9CO-L- [PdCl(dpb)]Nva-NH-n-C11H23, self-assembled in aromatic solvents to afford supramolecular gels. The assembled structures in a thermodynamically stable single crystal of L-2 and kinetically stable supramolecular aggregates of L-2 were precisely elucidated by cryo-TEM, WAX, SAXS, UV/Vis, IR analyses, and single-crystal X-ray crystallography. An antiparallel β-sheet-type aggregate consisting of an infinite one-dimensional hydrogen-bonding network of amide groups and π-stacking of PdCl(dpb) moieties was observed in the supramolecular gel fiber of L-2, even though discrete dimers are assembled through hydrogen bonding in the thermodynamically stable single crystal of L-2. The disparate DSC profiles of the single crystal and xerogel of L-2 indicate different thermodynamics of the molecular assembly process. Metalated amino acids: A series of NCN-pincer Pd-complex-bound norvaline derivatives was successfully synthesized without loss of the optical purity and Pd unit. Efficient self-assembly properties of these Pd-norvalines were found to afford well-regulated Pd arrays both in the single crystal and in the supramolecular gel. A solvent-dependent configuration control of the Pd array was corroborated by means of single-crystal X-ray crystallography and cryo-TEM analysis. Copyright
