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Functionalization of fullerene via the Bingel reaction with α-chlorocarbanions: an ONIOM approach
Nguyen Minh Thong1,2, Thi Chinh Ngo3, Duy Quang Dao3
1The University of Danang, Campus in Kon Tum, 704, Phan Dinh Phung, Kon Tum, Vietnam.
Abstract:
Two-layer ONIOM method at the ONIOM(B3LYP/6-31G(d):PM6) level of theory was applied to study the cycloaddition reaction of α-chlorocarbanions (CR2Cl(─), where R is H, Cl, CH3 CN, and NO2) and fullerene. The results show that the reaction pathways depend on the electron withdrawing functional groups or the electron donating functional groups contained in the α-chlorocarbanions. The energy profile analysis reveals that functionalization of fullerene by CCl3 (─), C(CH3)2Cl(─), and CH2Cl(─) is more favorable than by C(CN)2Cl(─) and C(NO2)2Cl(─) in terms of the thermodynamic point of view.
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