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The rule states that with the addition of a protic acid HX or other polar reagent to an asymmetric alkene, the acid hydrogen (H) or electropositive part gets attached to the carbon with more hydrogen substituents, and the halide (X) group or electronegative part gets attached to the carbon with more alkyl substituents. This is in contrast to ...
The Shi epoxidation is a chemical reaction described as the asymmetric epoxidation of alkenes with oxone (potassium peroxymonosulfate) and a fructose-derived catalyst (1). This reaction is thought to proceed via a dioxirane intermediate, generated from the catalyst ketone by oxone (potassium peroxymonosulfate).
For small rings (fewer than eight atoms), a trans alkene cannot be achieved without substantial ring and angle strain (the p orbitals are improperly aligned for a π bond). Bredt's rule also applies to carbocations and, to a lesser degree, free radicals, because these intermediates also prefer a planar geometry with 120° angles and sp 2 ...
Asymmetric epoxidation is often feasible. [4] One named reaction is the Jacobsen epoxidation, which uses manganese-salen complex as a chiral catalyst and NaOCl as the oxidant. The Sharpless epoxidation using chiral N-heterocyclic ligands and osmium tetroxide. Instead of asymmetric epoxidation, alkenes are susceptible to asymmetric dihydroxylation.
Enantioselective synthesis, also called asymmetric synthesis, [1] is a form of chemical synthesis. It is defined by IUPAC as "a chemical reaction (or reaction sequence) in which one or more new elements of chirality are formed in a substrate molecule and which produces the stereoisomeric ( enantiomeric or diastereomeric ) products in unequal ...
However, as is the case with the overall mechanism, the pathway of alkene approach is also debated. [8] One proposed substrate approach pathway - Note: Substrates are perpendicular to the plane of the catalyst. The ease with which Jacobsen's catalyst selectively epoxidizes cis-alkenes has been difficult to replicate with terminal and trans ...
Electronegativity is not a uniquely defined property and may depend on the definition. The suggested values are all taken from WebElements as a consistent set. Many of the highly radioactive elements have values that must be predictions or extrapolations, but are unfortunately not marked as such.
Electronegativity, symbolized as χ, is the tendency for an atom of a given chemical element to attract shared electrons (or electron density) when forming a chemical bond. [1] An atom's electronegativity is affected by both its atomic number and the distance at which its valence electrons reside from the charged nucleus. The higher the ...