- Nickel-catalyzed oxidative C-H/N-H annulation of N-heteroaromatic compounds with alkynes
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The reaction of N-heteroaromatic compounds, such as 2-aryl-pyrrole, benzimidazole, imidazole, indole, and pyrazole derivatives, with alkynes in the presence of a catalytic amount of a nickel complex results in C-H/N-H oxidative annulation. The reaction shows a high functional group compatibility. While both Ni(0) and Ni(ii) complexes show a high catalytic activity, Ni(0) is proposed as a key catalytic species in the main catalytic cycle. In the case of the Ni(ii) system, the presence of a catalytic amount of a strong base, such as KOBut, is required for the reaction to proceed. In sharp contrast, a base is not required in the case of the Ni(0) system. The proposed mechanism is supported by DFT studies.
- Obata, Atsushi,Sasagawa, Akane,Yamazaki, Ken,Ano, Yusuke,Chatani, Naoto
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p. 3242 - 3248
(2019/03/21)
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- (Benz)Imidazole-Directed Cobalt(III)-Catalyzed C–H Activation of Arenes: A Facile Strategy to Access Polyheteroarenes by Oxidative Annulation
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A facile cobalt(III) catalyzed C–H activation of arenes with substituted (benz)imidazoles as directing groups (DG) is reported. The strategy was utilized for the synthesis of polyheteroarenes when appropriate substrates were treated with diarylacetylenes as the coupling partner. The desired compounds were synthesized in moderate to excellent yield. A putative reaction mechanism is proposed. The final compounds revealed photoluminescence properties.
- Dutta, Pratip Kumar,Sen, Subhabrata
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p. 5512 - 5519
(2018/10/24)
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- Metal complexes
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The present invention relates to metal complexes and to electronic devices, in particular organic electroluminescent devices, comprising these metal complexes.
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Page/Page column 100; 101
(2016/10/10)
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- Ruthenium catalyzed oxidative annulation with alkynes via cascade C-H/N-H bond functionalizations
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Ruthenium(II) complexes catalyzed tandem C-H/N-H bonds functionalizations of 2-phenyl imidazole and its derivatives with alkynes were realized. This transformations allowed for rapid synthesis of isoquinoline derivatives under open-flask condition. Publis
- Wang, Rui,Falck
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supporting information
p. 33 - 36
(2014/04/03)
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- Fluorescent naphthyl- and anthrylazoles from the catalytic coupling of phenylazoles with internal alkynes through the cleavage of multiple C-H bonds
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(Chemical Equation Presented) Bright light rings: The direct coupling of phenylazoles with an internal alkyne proceeds efficiently in the presence of a rhodium catalyst and a copper oxidant to selectively give either the 1-naphthyl- or 1-anthrylazole derivatives through the cleavage of multiple C-H bonds (see scheme; 1-naphthylazole derivative not shown). Some of the products exhibit intense fluorescence in the solid state.
- Umeda, Nobuyoshi,Tsurugi, Hayato,Satoh, Tetsuya,Miura, Masahiro
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supporting information; experimental part
p. 4019 - 4022
(2009/02/08)
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