Incorporation of a molecular hinge into molecular tweezers by using tandem cycloadditions onto 5,6-dimethylenenorbornene (CROSBI ID 94519)
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Podaci o odgovornosti
Warrener, Ronald N. ; Butler, Dougls, N. ; Liu Ligong ; Margetić, Davor ; Russell, Richard A.
engleski
Incorporation of a molecular hinge into molecular tweezers by using tandem cycloadditions onto 5,6-dimethylenenorbornene
Site-selective 1.3-dipolar coupling at the norbornene pi -bond of 5,6-dimethylenenorbornene I yields cycloadducts with an end-fused 1.3-diene system which have been reacted with N=N (or C=C) dienophiles to produce ribbon molecules. in which the internal diazacyclohexene (or cyclohexene) subunits are capable of acting as conformational hinges. Direct coupling of 5,6-dimethylene- norbornene with 1.3,4-oxadiazoles or dual coupling with bis(cyclobutene epoxides) afforded bis(1,3-dienes) that diastereoselectively react with dienophiles to produce new. conformationally mobile. molecular tweezers.
conformational mobility; crown compounds; cycloaddition; molecular modeling; phthalazine diones
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