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- W4308896229 abstract "To stabilize SN 2 transition state-like penta-coordinate carbon species, triaryl-substituted cationic carbon compounds bearing a moderately flexible 7-6-7-ring skeleton with sulfur donors were synthesized and characterized. Electronic effects of para substituents (R=Cl, F, H, CH3 , SMe, OMe) of the two equatorial aryl groups bound to the cationic central carbon were investigated systematically along with a planar bidentate thioxanthene derivative. X-ray analysis on their solid-state structures showed that the parent (R=H), chloro-, fluoro- and methyl-derivatives were tetracoordinate carbon (sulfonium) structures, while the p-MeO and thioxanthenyl system were pentacoordinate carbocation structures. The Hammett substituent constants for the para substituents (σp+ ) correlates well with the bonding in these compounds. The methylthio-derivative with intermediate Hammett substituent constants (p-MeS; σp+ =-0.60) showed a tetracooridnate solid-state structure, though solution UV-Vis properties suggested the presence of a penta-coordinate structure. These findings amount to the first unambiguous solution evidence of the hypervalent apical 3c-4e interactions in pentacoordinate carbon compounds." @default.
- W4308896229 created "2022-11-19" @default.
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- W4308896229 date "2022-12-23" @default.
- W4308896229 modified "2023-10-16" @default.
- W4308896229 title "Synthesis and Characterization of Hypervalent Pentacoordinate Carbon Compounds Bearing a 7‐6‐7‐Ring Skeleton" @default.
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- W4308896229 doi "https://doi.org/10.1002/chem.202203162" @default.
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