ArticleMaterials (Basel, Switzerland)2025
Thermal [2+2] Cycloaddition Reactions of Perfluorobicyclo[2.2.0]hex-1(4)-ene with Ethylene, Benzene and Styrene: A MEDT Perspective.
Article in Materials (Basel, Switzerland), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Thermal [2+2] cycloaddition (22CA) reactions of perfluorobicyclo[2.2.0]hex-1(4)-ene (PFBHE) and bicyclo[2.2.0]hex-1(4)-ene (BHE) with ethylene, benzene and styrene were investigated through the Molecular Electron Density Theory (MEDT) at the UM06-2X/6-311G(d,p) level in benzene. Scrutiny of the DFT-based reactivity indices indicates that the presence of the eight fluorines in PFBHE notably expands the electrophilic nature of this species, participating in polar reactions. These 22CAs proceed through a stepwise mechanism, while the non-polar 22CA reaction of BHE with ethylene requires high energy around 26.6 kcal·mol
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