Aminomethylation of Fullerene C60 with N,N',N″-Triaryl- or N,N',N″-Trihetaryl-1,3,5-perhydrotriazines in the Presence of EtMgBr and Ti(Oi-Pr)4

J Org Chem. 2018 Jan 5;83(1):459-462. doi: 10.1021/acs.joc.7b02526. Epub 2017 Dec 7.

Abstract

A new method for the functionalization of fullerenes based on the reaction between in situ generated aryl- or hetaryl-containing 1,3,5-perhydrotriazines and EtMgBr in the presence of Ti(Oi-Pr)4 has been developed. The cleavage of the triazine ring under previously developed conditions1-6 results in the formation of aminomethylated derivatives of fullerene C60 with high yields (80-90%) and selectivity (∼90%).

Publication types

  • Research Support, Non-U.S. Gov't