Friedel–Crafts alkylation of ferrocene with Z-cyclooctene and cyclohexene
| Autor: | Metin Zora, Ayla Kuran, Saim Özkar, Friedrich-Wilhelm Grevels |
|---|---|
| Rok vydání: | 1999 |
| Předmět: |
Organic Chemistry
Cyclohexene Alkylation Biochemistry Medicinal chemistry Lewis acid catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Ferrocene Cyclooctene Materials Chemistry Organic chemistry Ferrocene derivatives Physical and Theoretical Chemistry Spectroscopy Friedel–Crafts reaction |
| Zdroj: | Journal of Organometallic Chemistry. 587:122-126 |
| ISSN: | 0022-328X |
| DOI: | 10.1016/s0022-328x(99)00313-7 |
| Popis: | Cycloalkylated ferrocene derivatives, potentially useful as liquid burning rate modifiers for the HTPB/AP-based composite rocket propellants, were synthesized by the Friedel–Crafts alkylation of ferrocene with Z -cyclooctene or cyclohexene in the presence of AlCl 3 as a Lewis acid catalyst. The reaction with Z -cyclooctene yields a mixture of main products containing up to four C 8 H 15 substituents, each of which exists in several isomeric forms, as recognized by MS and GC–MS techniques. Two isomeric monosubstituted products, cyclooctylferrocene and (1-methylcycloheptyl)ferrocene, isolated by means of preparative GC, were identified by 13 C-NMR spectroscopy. In the case of cyclohexene, cyclohexylferrocene and a 2:1 mixture of 1,1′-dicyclohexylferrocene and 1,3-dicyclohexylferrocene were isolated and identified by MS and 13 C-NMR spectroscopy. |
| Databáze: | OpenAIRE |
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