Green and selective iodination of diamondoid adamantane by β-cyclodextrin as a molecular reactor
Autor: | Mansoreh Rahmandoost, Esmail Rezaei-Seresht, Behnam Mahdavi |
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Rok vydání: | 2019 |
Předmět: |
chemistry.chemical_classification
Cyclodextrin 010405 organic chemistry Chemistry Adamantane Halogenation General Chemistry 010402 general chemistry Condensed Matter Physics Diamondoid Iodoform 01 natural sciences 0104 chemical sciences chemistry.chemical_compound Methine group Polymer chemistry Food Science |
Zdroj: | Journal of Inclusion Phenomena and Macrocyclic Chemistry. 95:51-54 |
ISSN: | 1573-1111 1388-3127 |
DOI: | 10.1007/s10847-019-00914-w |
Popis: | β-Cyclodextrin (β-CD) is a versatile and naturally occurring host which strongly binds adamantane and its derivatives. Based on this binding, we prepared a host–guest inclusion complex of β-CD with adamantane, and selectively iodinated the included adamantane to 1-iodoadamantane by iodoform. The only formed monoiodo product confirmed our initial assumption that three out of the four methine groups of the guest adamantane are shielded when adamantane is included into the cavity of β-CD and, therefore, iodination just takes places on the methine group directing to the outside of the cavity of β-CD. |
Databáze: | OpenAIRE |
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