- Self-Assembled 2,3-Dicyanopyrazino Phenanthrene Aggregates as a Visible-Light Photocatalyst
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In this study, 2,3-dicyanopyrazino phenanthrene (DCPP), a commodity chemical that can be prepared at an industrial scale, was used as a photocatalyst in lieu of Ru or Ir complexes in C-X (X = C, N, and O) bond-forming reactions under visible-light irradiation. In these reactions, [DCPP]n aggregates were formed in situ through physical π-πstacking of DCPP monomers in organic solvents. These aggregates exhibited excellent photo- and electrochemical properties, including a visible light response (430 nm), long excited-state lifetime (19.3 μs), high excited-state reduction potential (Ered([DCPP]n*/[DCPP]n·-) = +2.10 V vs SCE), and good reduction stability. The applications of [DCPP]n aggregates as a versatile visible-light photocatalyst were demonstrated in decarboxylative C-C cross-coupling, amidation, and esterification reactions.
- He, Min,Yu, Xiaoqiang,Wang, Yi,Li, Fei,Bao, Ming
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p. 5016 - 5025
(2021/04/12)
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- Tunable Redox Potential Photocatalyst: Aggregates of 2,3-Dicyanopyrazino Phenanthrene Derivatives for the Visible-Light-Induced α-Allylation of Amines
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This work highlights the tunable redox potential of 6,11-dibromo-2,3-dicyanopyrazinophenanthrene (DCPP3) aggregates, which can be formed through physical π-πstacking interactions with other DCPP3 monomers. Electrochemical and scanning electron microscopy showed that the reduction potential of [DCPP3]n aggregates could be increased by decreasing their size. The size of [DCPP3]n aggregates could be regulated by controlling the concentration of DCPP3 in an organic solvent. As such, a fundamental understanding of this tunable redox potential is essential for developing new materials for photocatalytic applications. The [DCPP3]n aggregates as a visible-light photocatalyst in combination with Pd catalysts in the visible-light-induced α-allylation of amines were used. This [DCPP3]n photocatalyst exhibits excellent photo- and electrochemical properties, including a remarkable visible-light absorption, long excited-state lifetime (16.6 μs), good triplet quantum yield (0.538), and high reduction potential (Ered([DCPP3]n/[DCPP3]n-) > -1.8 V vs SCE).
- Bao, Ming,He, Min,Wang, Yi,Yu, Xiaoqiang
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p. 14720 - 14731
(2021/11/16)
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- 7,10-Dibromo-2,3-dicyanopyrazinophenanthrene Aggregates as a Photosensitizer for Nickel-Catalyzed Aryl Esterification
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Self-assembled aggregates of 7,10-dibromo-2,3-dicyanopyrazinophenanthrene which act as a new organophotocatalyst in combination with Ni catalyst for the C aryl-O acylcross-coupling reactions of carboxylic acids with aryl halides are described. This visible-light-induced C aryl-O acylbond-formation reaction proceeds smoothly to afford aryl esters with satisfactory to excellent yields.
- He, Min,Yang, Shilei,Yu, Xiaoqiang,Bao, Ming
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supporting information
(2021/10/05)
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- One-pot synthesis and characterization of new cuprous pyrazinoporphyrazines containing peripherally functionalized units
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The synthesis and characterization of some new peripherally substituted Cu-pyrazinoporphyrazines (Cu-Pzs) is described. The prepared α-dicyano compounds in the presence of cuprous chloride produced porphyrazine counterparts via one-pot cyclotetramerization reaction. The resulted porphyrazines are useful photosensitizers and good reagent for photodynamic therapy of cancer.
- Khodaee, Ziba,Yahyazadeh, Asieh,Mahmoodi, Nosrat O.,Zanjanchi, Mohammad Ali,Azimi, Vahid
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- Synthesis and pharmacological activities of some dibenzopyrazolocinnolines and dibenzopyridazinoquinoxalines
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Derivatives of three new classes of heterocyclic compounds have been synthesized. The first class comprises the synthesis of pyrimidino- and imidazolopyrazolopyridazine using 11 H-dibenzo[f,h]pyrazolo[3,4-c]-cinnoline-13- amine. The second class involves
- Amer,El-Farargy,Yousif,Fayed
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experimental part
p. 101 - 107
(2012/01/04)
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- Spectroscopic and electrochemical properties of dichlorodiimine complexes of Au(III) and Pt(II) with 1,4-diazine derivatives of o-phenanthroline
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A series of dichlorodiimine complexes [M(N∧N)Cl2] z of Au(III) and Pt(II) with 1,4-derivatives of o-phenanthroline [(N∧N) = o-phenanthroline (phen), dipyrido[f,h]quinoxaline (dpq), dipyrido[a,c]phenazine (dppz), 6,7-dicyanodipyrido[f,h]quinoxaline (dicnq)] were prepared and characterized by 1H NMR, electronic absorption, and emission spectroscopy and by cyclic voltammetry. In all the complexes, the 3(π-π*)-type transition is the spin-forbidden transition of the lowest energy, responsible for the luminescence. The longest wave bands in the absorption spectra of the Au(III) and Pd(II) complexes were assigned in accordance with the results of the electrochemical studies to the 1(d*)-and 1(d*)-type transitions, respectively. Pleiades Publishing, Inc., 2006.
- Ivanov,Puzyk,Balashev
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p. 843 - 848
(2008/02/02)
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