485385-78-2Relevant academic research and scientific papers
Phenanthridine Derivatives and organic light-emitting diode including the same
-
Paragraph 0199; 0212-0214; 0224; 0240-0242, (2019/11/23)
PURPOSE: A phenanthridine derivative compound is provided to obatin an organic light emitting diode with excellent light emitting property. CONSTITUTION: A phenanthridine derivative compound is denoted by chemical formula 1 or 2. An organic light emitting diode contains an anode, a cathode, and the phenanthridine derivative compounds inserted between the anode and cathode. The organic light emitting diode further contains a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, or an electron injection layer formed by monomer deposition or solution process.
Expansion of the scope of alkylboryl-bridged N → B-ladder boranes: New substituents and alternative substrates
Pammer, Frank,Schepper, Jonas,Gl?ckler, Johannes,Sun, Yu,Orthaber, Andreas
, p. 10298 - 10312 (2019/07/15)
A series of new boranes capable of forming intramolecular N → B-heterocycles has been prepared and their properties have been studied by electrochemical methods and UV-vis-spectroscopy complemented by DFT calculations. A dimethylborane (BMe2), haloborane derivatives (BBr2, BF2, BI2) and mixed cyano/isocyano-borane (B(CN)(NC)) have been prepared by different techniques. Furthermore, 2′-alkynyl-substituted 2-phenylpyridines bearing terminal tert-butyl- and trimethylsilyl-groups are introduced as a new class of substrates for hydroboration. Successful hydroboration with either 9H-borabicyclo[3.3.1]-nonane (9H-BBN), dimesitylborane (Mes2B-H), or Piers' borane ((C6F5)2B-H, BPF-H) furnished new π-extended boranes capable of forming intramolecular six- or seven-membered N → B-heterocycles (tBuBBN, SiBPF), and, in the case of Mes2BH, formation of a sterically crowded styrylborane (SiBMes2) incapable of intramolecular N → B-coordination was observed. All the boranes listed above except BMe2 have been structurally characterized, and a study of their electrochemical properties showed that the systematic variation of the substituents on boron allows for the incremental variation of the electron affinity of the phenylpyridine-model system over a total range of >0.7 eV between alkylboranes (BMe2, BBN) and B(CN)(NC). B(CN)(NC) shows the strongest N → B-bond (≈175 kJ mol-1), and highest electron-affinity observed so far, and is the first example of a borane bearing an isocyano-substituent on boron.
Rh(III)- and Ir(III)-Catalyzed C-H alkynylation of arenes under chelation assistance
Xie, Fang,Qi, Zisong,Yu, Songjie,Li, Xingwei
supporting information, p. 4780 - 4787 (2014/04/17)
An efficient Rh(III)- and Ir(III)-catalyzed, chelation-assisted C-H alkynylation of a broad scope of (hetero)arenes has been developed using hypervalent iodine-alkyne reagents. Heterocycles, N-methoxy imines, azomethine imines, secondary carboxamides, azo compounds, N-nitrosoamines, and nitrones are viable directing groups to entail ortho C-H alkynylation. The reaction proceeded under mild conditions and with controllable mono- and dialkynylation selectivity when both mono- and dialkynylation was observed. Rh(III) and Ir(III) catalysts exhibited complementary substrate scope in this reaction. The synthetic applications of the coupled products have been demonstrated in subsequent derivatization reactions. Some mechanistic studies have been conducted, and two Rh(III) complexes have been established as key reaction intermediates. The current C-H alkynylation system complements those previously reported under gold or palladium catalysis using hypervalent iodine reagents.
Model reactions for the synthesis of azacorannulenes and related heteroaromatic compounds
Dix, Ina,Doll, Christian,Hopf, Henning,Jones, Peter G.
, p. 2547 - 2556 (2007/10/03)
4-(2-Ethynylphenyl)pyridine (10), 3-(2-ethynylphenyl)pyridine (11), 2-(2-trimethylsilylethynylphenyl)pyridine (26), and 3-ethynyl-2-phenylpyridine (13) were prepared from readily available pyridine precursors by standard coupling reactions. Pyrolysis of 10 at 810 °C/0.5 Torr provided benzo[f]isoquinoline (45) and the benzopentalene dimer 47. Pyrolysis of 11 (820 °C/0.5 Torr) afforded benzo[f]quinoline (50), benzo[h]i-soquinoline (52), and a mixture of isomers of 47. Pyrolysis of 13 (820 °C/0.3 Torr) provided benzo[h]quinoline (56) and the novel azulene derivative azuleno[1,2-b]pyridine (58). When 26 was desilylated by treatment with TBAF in THF/water, the unusual "dimerization" product 37 was produced; its structure was confirmed by X-ray structural analysis. The mechanisms of these transformations are discussed. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
