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Akhrem, I. S.; Churilova, I. M.; Vitt, S. V.

doi:10.1023/a:1009529302679

Cited by 4 publications

(9 citation statements)

References 4 publications

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“…The trihalomethyl cations CX 3 + (X = Cl, Br, I) were shown to have enhanced reactivities in superacid solution, while polyhalomethanes in the presence of excess AlBr 3 or AlCl 3 exhibit the properties of aprotic superacids . The trihalomethyl cations are capable of hydride abstraction from alkanes and alkyl groups when the reactions are done in the presence of Bronsted or Lewis superacids (eqs 19 and 20), while complex systems such as CBr 4 ·2AlBr 3 , CCl 4 ·2AlCl 3 , and others have been shown to efficiently catalyze the cracking, isomerization, and oligomerization of alkanes and cycloalkanes . Electrophilic solvation ( 68a,b , Scheme ) can be envisaged for these systems.…”

Section: Superelectrophilic Solvation Of Halogenated Systemsmentioning

confidence: 99%

Superelectrophilic Solvation

2004

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Nucleophilic solvation is the interaction of electron-donor solvents with electron-deficient reagents. Electrophilic solvation is the related reverse interaction. Superelectrophilic solvation involves the interaction of electron-donating groups (ligands) of overall electron-deficient species (electrophiles) with strongly electron-acceptor superacids. It occurs with liquid superacids, on solid acids, and even in some enzymatic biological systems. Diminishing neighboring group participation of the electrophilic centers by the affected groups greatly enhances their electrophilic reactivities (superelectrophilic activation), resulting in unusual reactions of substantial interest. Representative examples of superelectrophilic solvation are discussed.

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Section: Superelectrophilic Solvation Of Halogenated Systemsmentioning

confidence: 99%

Superelectrophilic Solvation

2004

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“…20% on the initial pentane (recalculated for a stoichiometric reaction). The dehydrocyclization of pentane under such mild conditions has not been reported since this work . A suggested pathway for these pentane transformations involves alkylation of the conjugated alkene with a pentyl cation.…”

Section: 1 Reactions Without Functionalization311 Cracking Isomerizat...mentioning

confidence: 80%

“…The mechanism conjectured for these reactions (Scheme ) involves formation of the active cationic complex ( a ), generation of the cycloalkylcarbenium ion from a cycloalkane ( b ), addition of the carbocation to the conjugated cycloolefin to give the dicycloalkylcarbenium ion ( c ), rearrangement of the latter into the thermodynamically stable dimethyldecalinium ion ( d ), and finally, the formation of DMD and regeneration of the electrophile ( e ) 14 …”

Section: 12 Oxidative Transformations Of Cycloalkanesmentioning

confidence: 99%

“…Dimerization of C 6 cycloalkanes is accompanied by the reduction of initial polyhalomethanes; conversely, aluminum halides function in these reactions as catalysts. However, the yield of DMD based on AlCl 3 was 150% only, when the reaction of methylcyclopentane or cyclohexane was carried out in an excess of CCl 4 at 40 °C …”

Section: 12 Oxidative Transformations Of Cycloalkanesmentioning

confidence: 99%

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