A novel addition reaction of an aromatic hydrazine to the diketone derivative of C60 occurs highly regioselectively with an unusual migration of two hydrogen atoms from the hydrazine to the fullerene and affords a fluorescent product having a methylene carbon along the orifice.
The migrative addition reaction of phenylhydrazine to the ketolactam derivative of C60 occurred with a regioselective cage scission to give a 15-membered ring-opened fullerene bearing a methylene carbon and an acenaphthenequinone monophenylhydrazone unit along the orifice.
Aldehydes and ketones are readily protected in the presence of trialkyl orthoformate and a catalytic amount of cerium(III) trifluoromethanesulfonate under mild conditions to give the corresponding acetals in good to excellent yields. Due to the mild reaction conditions, this method is compatible with acid-sensitive substrates.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.