Synthesis and Reactions of Acenaphthenequinones-Part-2. The Reactions of Acenaphthenequinones

Ashry, El Sayed H. El; Hamid, Hamida M. Abdel; Kassem, Ahmed Alaa; Shoukry, Mahmoud

doi:10.3390/70200155

Cited by 18 publications

(6 citation statements)

References 96 publications

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“…Acenaphthenequinone was chosen because it easily condenses with amine groups, allowing the construction of robust, crystalline COF structures. Moreover, the resulting 1,2‐Bis(phenylamino)‐acenaphthene moiety can chelate transition metal ions for organometallic catalytic reactions [15] . Based on this, the photosensitive triazine‐based COF scaffold (denoted as Ace‐COF) was prepared under solvothermal conditions in a sealed ampule through the condensation of 4,4′4′′‐(1,3,5‐triazine‐2,4,6‐triyl)trianiline (TTA) and acenaphthenequinone (Ace).…”

Section: Resultsmentioning

confidence: 99%

A Visible‐Light‐Harvesting Covalent Organic Framework Bearing Single Nickel Sites as a Highly Efficient Sulfur–Carbon Cross‐Coupling Dual Catalyst

et al. 2021

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Covalent Organic Frameworks (COFs) have recently emerged as light‐harvesting devices, as well as elegant heterogeneous catalysts. The combination of these two properties into a dual catalyst has not yet been explored. We report a new photosensitive triazine‐based COF, decorated with single Ni sites to form a dual catalyst. This crystalline and highly porous catalyst shows excellent catalytic performance in the visible‐light‐driven catalytic sulfur–carbon cross‐coupling reaction. Incorporation of single transition metal sites in a photosensitive COF scaffold with two‐component synergistic catalyst in organic transformation is demonstrated for the first time.

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Section: Resultsmentioning

confidence: 99%

A Visible‐Light‐Harvesting Covalent Organic Framework Bearing Single Nickel Sites as a Highly Efficient Sulfur–Carbon Cross‐Coupling Dual Catalyst

et al. 2021

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“…Polymer Synthesis. The reactions of acenaphthenequinone and its derivatives with different nucleophiles and organic and inorganic reagents are well documented and have been reviewed recently . Surprisingly, there is only one publication concerning the Friedel−Crafts reaction of acenaphthenequinone with benzene in the presence of aluminum trichloride.…”

Section: Resultsmentioning

confidence: 99%

Superacid-Catalyzed Polycondensation of Acenaphthenequinone with Aromatic Hydrocarbons

et al. 2005

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A novel series of linear, high molecular weight polymers were synthesized by one-pot, superacid-catalyzed reaction of acenaphthenequinone (1) with aromatic hydrocarbons. The reactions were performed at room temperature in the Brønsted superacid CF3SO3H (trifluoromethanesulfonic acid, TFSA) and in a mixture of TFSA with methanesulfonic acid (MSA) and trifluoroacetic acid (TFA), which was used as both solvent and a medium for generation of electrophilic species from acenaphthenequinone. The polymer-forming reaction was found to be dependent greatly on the acidity of the reaction medium, as judged from the viscosity of the polymers obtained. Polycondensations of acenaphthenequinone with 4,4‘-diphenoxybenzophenone (f), 1,3-bis(4-phenoxybenzoyl)benzene (g), 1,4-bis(4-phenoxybenzoyl)benzene (h), 1,10-bis(4-phenoxyphenyl)decane-1,10-dione (i), 2,6-diphenoxybenzonitrile (j), 2,6-diphenoxybenzoic acid (k), and 2-(4-biphenylyl)-6-phenylbenzoxazole (l) proceeded in a reaction medium of wide range of acidity, including pure TFSA (Hammett acidity function H 0 of pure TFSA is −14.1), whereas condensation of 1 with biphenyl, terphenyl, diphenyl ether, and 1,4-diphenoxybenzene needed a reaction medium of acidity H 0 less than −11.5. A possible reaction mechanism is suggested. The polymers obtained were found to be soluble in the common organic solvents, and flexible transparent films could be cast from the solutions. 1H and 13C NMR analyses of the polymers synthesized revealed their linear, highly regular structure. The polymers also possess high thermostability. Char yields for polymers 3a, 3c, 3d, and 3l in nitrogen were close to 80% at 1000 °C.

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“…Compound 1 (Scheme 1) was chosen as the object of our study since its derivatives are widely used as biologically active substances, dyes, etc. 13 A reaction of 1 with nitroalkanes in the presence of solid potassium hydroxide 14 and electrochemically generated bases 1,4,5 is mentioned in literature.…”

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confidence: 99%

Anion Radical of Carbonyl Compounds as Electrochemically Generated Base in Henry Reactions: 1,2-Acenaphthenedione

Mendkovich¹,

Nasybullina²,

Elinson³

et al. 2020

J. Electrochem. Soc.

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Synthesis and Reactions of Acenaphthenequinones-Part-2. The Reactions of Acenaphthenequinones

Cited by 18 publications

References 96 publications

A Visible‐Light‐Harvesting Covalent Organic Framework Bearing Single Nickel Sites as a Highly Efficient Sulfur–Carbon Cross‐Coupling Dual Catalyst

A Visible‐Light‐Harvesting Covalent Organic Framework Bearing Single Nickel Sites as a Highly Efficient Sulfur–Carbon Cross‐Coupling Dual Catalyst

Superacid-Catalyzed Polycondensation of Acenaphthenequinone with Aromatic Hydrocarbons

Anion Radical of Carbonyl Compounds as Electrochemically Generated Base in Henry Reactions: 1,2-Acenaphthenedione

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