Regioselective CF2 functionalization of Sc3N@D3h(5)-C78
Anastasia D Pykhova1, Olesya O Semivrazhskaya1, Nataliya A Samoylova2
1Chemistry Department, Lomonosov Moscow State University, Leninskie Gory, 1-3, 119991 Moscow, Russia. ioffe@phys.chem.msu.ru.
Dalton Transactions (Cambridge, England : 2003)
|December 24, 2021
Summary
Researchers synthesized and studied Sc3N@C78(CF2), a novel fullerene analog. This compound is more reactive toward CF2 addition than Sc3N@C80 and C60, with regioselective addition controlled kinetically.
Area of Science:
- Fullerene chemistry
- Organometallic chemistry
- Computational chemistry
Background:
- Scandium nitride cluster fullerenes (Sc3N@Cn) are of interest due to their unique electronic and structural properties.
- The chemistry of Sc3N@C78 is less explored compared to the more common Sc3N@C80.
Purpose of the Study:
- To report the first synthesis and computational investigation of Sc3N@C78(CF2).
- To compare the reactivity of Sc3N@C78 with Sc3N@C80 and C60 towards CF2 addition.
- To elucidate the regioselectivity and kinetic control of CF2 addition to Sc3N@C78.
Main Methods:
- Synthesis of Sc3N@C78(CF2).
- Density Functional Theory (DFT) calculations for thermodynamic and kinetic analysis.
- Comparison of reactivity with related fullerene systems.
Main Results:
- Sc3N@C78(CF2) was successfully synthesized and characterized.
- Sc3N@C78 exhibits higher reactivity towards CF2 addition compared to Sc3N@C80 and C60.
- CF2 addition to Sc3N@C78 proceeds with regioselectivity, governed by kinetic factors.
Conclusions:
- The study provides the first insight into the chemistry of Sc3N@C78 and its functionalization.
- The enhanced reactivity and regioselective addition of CF2 to Sc3N@C78 offer new avenues in fullerene chemistry.
- Kinetic control dictates the regioselectivity of CF2 addition to the less symmetric C78 cage.
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