The first trisaza-bridged [60]fulleroid: drilling a hole on the fullerene.

[reaction: see text] Two types of trisaza-bridged [60]fulleroids have been synthesized for the first time. By means of (13)C NMR, (1)H NMR, MALDI-TOF MS, FTIR, UV-vis, and 2D-NMR (gHSQC, gHMBC, and NOSEY) spectroscopy, they have been shown to be tris[6,5]-opened-aza-bridged adducts with substituents on the same five-membered ring with C(s)() symmetry. Some data of nonlinear optics and electrochemistry for the product are also reported.