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Allyl, amidinium and cyclopropenyl cations from the reactions of primary and secondary amines with pentachlorocyclopropane
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1994
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Cross-coupling ReactionEngineeringCentral CarbonBiochemistryHeterocyclicNatural SciencesMolecular BiologyOrganic ChemistryOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryMolecular ChemistrySecondary AminesCyclopropenyl CationsBiomolecular EngineeringAllyl Cation
The action of secondary amines on c–C3HCl5 is a simple new route to aminocyclopropenyl ions, whereas primary amines cause ring opening to an allyl cation, e.g.[(ButHN)2CCHC(NHBut)2]+ identified crystallographically, which is reversibly protonated at the central carbon to become a bis(amidinium) dication.
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