title: Prato and Bingel-Hirsch cycloaddition to heptagon-containing LaSc2N@C(s)(hept)-C80: importance of pentalene units.
abstract: Possible cycloaddition sites in the heptagon-containing fullerene LaSc2N@Cs(hept)-C80 are studied computationally. Thermodynamically controlled Prato addition is predicted to proceed regioselectively across the pentagon/pentagon (p/p) edges, whereas in the kinetically-controlled Bingel-Hirsch reaction the most reactive are carbons next to the p/p edge.
authors.affiliation: Leibniz Institute for Solid State and Materials Research, 01069 Dresden, Germany. a.popov@ifw-dresden.de.
authors.forename: Qingming
authors.initials: Q
authors.lastname: Deng
authors.forename: Alexey A
authors.initials: AA
authors.lastname: Popov
mesh_terms: D002244:Carbon / Q000737:chemistry*; D061565:Cycloaddition Reaction; D007700:Kinetics; D007811:Lanthanum / Q000737:chemistry*; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D011789:Quantum Theory; D012538:Scandium / Q000737:chemistry*; D013237:Stereoisomerism; D013816:Thermodynamics
chemical_list: D007811:Lanthanum; D002244:Carbon; D009584:Nitrogen; D012538:Scandium