Fig. 2: Iwamatsu open-cage derivatives of C60 and their encapsulation of molecular species.
From: Synthesis of endohedral fullerenes by molecular surgery
a An open-fullerene (11) with the core ethene-bridged structure of 8 is obtained in one-pot from C60, and undergoes regioselective oxidative cleavage. Widening of the opening is achieved by further reaction with a hydrazine or 1,2-diamine. b Wudl’s ketolactam 1 is also a substrate for orifice-widening with an o-phenylenediamine. c Conditions for molecular guest encapsulation by open-fullerenes 13, 15 and 16; aTCE = 1,1,2,2-tetrachloroethane, bApprox. 0.85 MPa (i.e., vapour pressure of NH3 at room temp.), cPartial loss of NH3 occurs slowly, during 6 months storage at −10 °C, dH2O encapsulation by 15 occurs under ambient pressure and the % filling shows a temperature-dependent entry/escape equilibrium (var. = variable).
