- Metal-free activation of CO2 by mesoporous graphitic carbon nitride
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(Chemical Equation Presented) Doubly useful: The use of a mesoporous graphitic carbon nitride (mpg-C3N4) as a heterogeneous, metal-free catalyst enabled the direct activation of CO2 and the oxidation of benzene to phenol (see picture). The formed CO can be used in situ for subsequent reactions, as is shown for a Pauson-Khand reaction.
- Goettmann, Frederic,Thomas, Arne,Antonietti, Markus
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- Selective palladium-catalyzed cocyclotrimerization of arynes with dimethyl acetylenedicarboxylate: A versatile method for the synthesis of polycyclic aromatic hydrocarbons
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Benzyne (1a) and the substituted derivatives 4,5-difluorobenzyne (1b) and 3-methoxybenzyne (2) undergo chemoselective palladium-catalyzed [2 + 2 + 2]-cocyclotrimerization with dimethyl acetylenedicarboxylate (DMAD) to afford the corresponding phenanthrenes s and/or naphthalenes. The major products are phenanthrenes if Pd(PPh3)4 is used as the catalyst, naphthalenes if Pd2(dba)3 is used. When the method is applied to polycyclic arynes 3-6, which are generated from the corresponding o-trimethylsilylaryl triflates, the same reactivity pattern is observed: the reaction can be selectively directed either toward the cocyclization of one molecule of aryne and two molecules of alkyne or to the reaction of two molecules of aryne with one molecule of alkyne, by appropriate choice of the palladium catalyst. The synthesis of polycyclic aromatic compounds 33-39 using this methodology is reported.
- Pena,Perez,Guitian,Castedo
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- Method for preparing 9,10-phenanthrene carboxylate compound
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The invention discloses a method for preparing a 9,10-phenanthrene carboxylate compound. The method comprises the following steps: taking a phenylboronic acid compound and a butylene carboxylate compound as reaction materials, silver carbonate as a catalyst, in the presence of potassium persulfate, taking a mixed solvent of fluorobenzene and water as a reaction solvent, performing heating to 60 DEG C, and performing a reaction for 0.5 hour; and after the reaction is completed, performing column chromatography isolation, so as to obtain the 9,10-phenanthrene carboxylate compound. The preparation method is low in raw material price, easy in raw material obtaining, mild in reaction system and simple to operate. 9,10-phenanthrene carboxylate matrix structure segments widely exist in active molecules of medicines and structures of natural products, and meanwhile, the structure can be used as a useful synthesis intermediate and has wide application.
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Paragraph 0019-0032
(2020/02/04)
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- Microwave-induced covalent functionalization of few-layer graphene with arynes under solvent-free conditions
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A non-conventional modification of exfoliated few-layer graphene (FLG) with different arynes under microwave (MW) irradiation and solvent-free conditions is reported. The described approach allows reaching fast, efficient and mild covalent functionalization of FLG.
- Sulleiro,Quiroga,Pe?a,Pérez,Guitián,Criado,Prato
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supporting information
p. 2086 - 2089
(2018/03/06)
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- Three-bond breaking of cyclic anhydrides: Easy access to polyfunctionalized naphthalenes and phenanthrenes
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Benzannulation of phthalic anhydrides with alkynes to polyfunctionalized naphthalenes and phenanthrenes was confirmed to be straightforward using a palladium catalytic system. Sequential liberation of CO2 and CO occurred via oxidative decomposition of anhydride. In the case of 1,8-naphthalenedicarboxylic anhydrides, both aryls were encompassed in the annulation reaction to afford acenaphthylenes.
- Jafarpour, Farnaz,Hazrati, Hamideh,Nouraldinmousa, Sorour
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supporting information
p. 3816 - 3819
(2013/09/02)
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- Chromium-mediated synthesis of polycyclic aromatic compounds from halobiaryls
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(Chemical Equation Presented) Reaction of 2,2′-dihalobiphenyl with butyllithium followed by the addition of chromium(III) chloride and alkynes afforded the corresponding phenanthrene derivatives via formal [4 + 2] cycloaddition. A variety of alkynes could be used for this reaction, such as alkyl, aryl, silyl, and alkoxycarbonyl alkynes. Repetitive process of the reaction gave more extended polycyclic compounds such as benzo[g]chrysene and azacyclopentaphenalene derivatives.
- Kanno, Ken-Ichiro,Liu, Yuanhong,Iesato, Atsushi,Nakajima, Kiyohiko,Takahashi, Tamotsu
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p. 5453 - 5456
(2007/10/03)
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