Alcoholysis of Binor-S with Alcohols under the Action of Ionic Liquid

Alcoholysis of Binor-S with Alcohols under the Action of Ionic Liquid

Inorganic ionic liquids are first shown to catalyze the alcoholysis of heptacyclo-[8.4.0.0 2,12 .0 3,8 .0 4,6 .0 5,9 .0 11,13 ]tetradecane (heptacyclic dimer of norbornadiene, binor-S) with primary and secondary alcohols. The reaction occurs at 65−100°C for 6−14 h via regioselective cleavage of the...

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Veröffentlicht in:Russian journal of organic chemistry 2019-05, Vol.55 (5), p.587-591
Hauptverfasser: Aminov, R. I., Khusnutdinov, R. I.
Format: Artikel
Sprache:eng
Schlagworte:
Alcohol
Alcohols
Chemistry
Chemistry and Materials Science
Cyclopropane
Dimers
Ionic liquids
Ions
Organic Chemistry
Solvents
Tetradecane
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Zusammenfassung:Inorganic ionic liquids are first shown to catalyze the alcoholysis of heptacyclo-[8.4.0.0 2,12 .0 3,8 .0 4,6 .0 5,9 .0 11,13 ]tetradecane (heptacyclic dimer of norbornadiene, binor-S) with primary and secondary alcohols. The reaction occurs at 65−100°C for 6−14 h via regioselective cleavage of the cyclopropane C 4 −C 5 bond in binor-S to form 10- exo -alkoxyhexacyclo[9.2.1.0 2,7 .0 3,5 .0 4,8 .0 9,13 ] tetradecanes in 85−90% yields.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428019050014