Alkylation of adamantane with alkyl halides catalyzed by ruthenium complexes

Хуснутдинов, Р. И.; Schchadneva, N. A.; Malikov, A. I.; Джемилев, У. М.

doi:10.1134/s0965544106030030

Cited by 8 publications

(4 citation statements)

References 4 publications

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“…Friedel–Crafts alkylation catalyzed with acid is considered to be a classical method to produce alkylnaphthalenes . The alkylation reagents commonly used in the current alkylated naphthalene synthesis are olefins, alcohols, and haloalkanes. − However, these reagents have some problems in alkylation with naphthalene . For example, the polymerization of olefins on the acidic catalysts is associated with the low productivity toward the desired target products.…”

Section: Introductionmentioning

confidence: 99%

“…23−25 However, these reagents have some problems in alkylation with naphthalene. 26 For example, the polymerization of olefins on the acidic catalysts is associated with the low productivity toward the desired target products. In the case of alcohols, a high reaction temperature is often required, and the formed water in alkylation also pushes up the separation costs.…”

Section: Introductionmentioning

confidence: 99%

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Decalin/Naphthalene Alkylation Using an Ionic Liquid Catalyst to Produce a Novel Base Oil and Its Tribological Properties

Zuo,

Han,

Zhao

et al. 2024

Ind. Eng. Chem. Res.

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Alkylnaphthalenes as one of the important lubricating base oils were generally produced by alkylation of naphthalene with olefins, halides, or alcohols. Herein, a totally different alkylating reagent of decalin was studied to react with naphthalene for producing cycloalkylnaphthalene base oils by using the ionic liquid Et 3 NHCl-AlCl 3 as the catalyst. The success for alkylation is attributed to the high reaction activity of the tertiary C−H in decalin under an ionic liquid catalyst. The effect of the two isomers of decalin and reaction conditions on alkylation results was investigated in detail, and it was found that cis-decalin exhibited much higher reactivity than trans-decalin in alkylation. The structure and component of synthetic fluid were confirmed, and their physicochemical properties were tested. Tribological test results demonstrated that cycloalkylnaphthalene exhibits superior friction reduction and antiwear properties compared with commercial alkylated naphthalene base oil AN8.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Decalin/Naphthalene Alkylation Using an Ionic Liquid Catalyst to Produce a Novel Base Oil and Its Tribological Properties

Zuo,

Han,

Zhao

et al. 2024

Ind. Eng. Chem. Res.

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“…A variety of alkyl sources and catalysts have been studied for the alkylation of adamantane. For example, Khusnutdinov et al reported the alkylation of adamantane with halogenated alkanes using ruthenium catalysts AlBr 3 , and alkyl peroxides .…”

Section: Introductionmentioning

confidence: 99%

“…For example, Khusnutdinov et al reported the alkylation of adamantane with halogenated alkanes using ruthenium catalysts. 12 In addition, several researchers have studied the alkylation of adamantane with alkenes using catalysts including triflic acid, 13 AlBr 3 , 14 and alkyl peroxides. 15 Alkanes have also been used as the alkyl source for such alkylation reactions.…”

Section: ■ Introductionmentioning

confidence: 99%

High Density Alkyl Diamondoid Fuels Synthesized by Catalytic Cracking of Alkanes in the Presence of Adamantane

2018

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Alkyl diamondoid fuel mixtures have been prepared under moderate conditions by AlBr3 catalyzed cracking of nonane and heptane in the presence of adamantane. The fuel mixture prepared with heptane as the alkyl source (HA) contains primarily 1-ethyl-3-methyl adamantane and 1-propyladamantane, while the mixture prepared from nonane (NA) contains primarily C13–C15 alkyl diamondoids. Both fuel mixtures exhibit densities greater than 0.9 g/mL and volumetric net heats of combustion approximately 10 and 6% higher than conventional jet and diesel fuels, respectively. The structural diversity of the fuel blends and presence of multiple branch sites lead to lower viscosities compared to pure alkyl diamondoid fuels. The lower molecular weight blend, HA, exhibits a 40 °C kinematic viscosity of 3.22 mm2 s–1, well within the specification for diesel fuel, and both blends have derived cetane numbers of >42, suggesting that they can be used directly in conventional diesel engines.

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Design and Synthesis of High‐Density Diamondoid Fuels

Pan

Xie

2020

High‐Energy‐Density Fuels for Advanced Propulsion

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Alkylation of adamantane with alkyl halides catalyzed by ruthenium complexes

Cited by 8 publications

References 4 publications

Decalin/Naphthalene Alkylation Using an Ionic Liquid Catalyst to Produce a Novel Base Oil and Its Tribological Properties

Decalin/Naphthalene Alkylation Using an Ionic Liquid Catalyst to Produce a Novel Base Oil and Its Tribological Properties

High Density Alkyl Diamondoid Fuels Synthesized by Catalytic Cracking of Alkanes in the Presence of Adamantane

Design and Synthesis of High‐Density Diamondoid Fuels

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