Synthesis of Ar@C₆₀ using molecular surgery

Abstract

Synthesis of Ar@C60 is described, using a route in which high-pressure argon filling of an open-fullerene and photochemical desulfinylation are the key steps for >95% encapsulation of the noble gas....

Synthesis and Spectroscopy of Buckminsterfullerene Cation C60+ in a Cryogenic Ion Trapping Instrument

“…Many fullerenes and analogues have not yet been produced and isolated in macroscopic quantities, and lack a traditional organic chemistry synthesis route. An exception is the endohedrals containing rare gas atoms or small molecules inside the C 60 cage that have been synthesised using a "molecular surgery" approach (see, e.g., [26] and references therein), of which the electronic transitions of H 2 @C + 60 and He@C + 60 were recently reported [27,28]. The generation of some analogues such as endohedral metallofullerenes in the gas phase by laser vaporisation has been reported following analysis of mass spectra (e.g., [29] and references therein).…”

A Solid‐State Intramolecular Wittig Reaction Enables Efficient Synthesis of Endofullerenes Including Ne@C60, 3He@C60, and HD@C60

“…In the noble gas@C 60 series studied by 13 C NMR spectroscopy to date, deshielding of the cage resonance with respect to empty C 60 increases with the van der Waals radius of the entrapped atom: He@C 60 , Δ δ =+0.02 ppm; [17b] Ar@C 60 , Δ δ =+0.18 ppm; [20a] Kr@C 60 , Δ δ =+0.39 ppm; [10] and Xe@C 60 , Δ δ =+0.96 ppm [7b] . Shown in Figure 4 a, the 13 C NMR resonance of Ne@C 60 was measured with a chemical shift of δ C =142.83 ppm in 1,2‐dichlorobenzene‐ d 4 at 298 K, deshielded by Δ δ =+0.024 ppm relative to empty C 60 .…”

“…Murata and co‐workers also developed the synthesis and orifice‐suture of open‐cage fullerene 2 in their preparation of H 2 O@C 60 , [18] and we have since reported an optimised procedure to obtain H 2 O@C 60 , and syntheses of H 2 @C 60 and HF@C 60 that also rely upon encapsulation of the endohedral molecule by 2 [19a,b] . Recently, we used an open‐cage fullerene with a larger opening to prepare Ar@C 60 and CH 4 @C 60 [20a,b] …”

Electronic structure and interaction in CH4@C60 : A first-principle investigation

“…In the past, small inorganic molecules such as H 2 , H 2 O and HF have been embedded into C 60 . [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19] In order to plug larger molecules into the C 60 , a larger gap has to be opened on its surface. However, over opening preVents further stitching of the C 60 , thus limiting the size of the embedded molecules.…”