A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 103-09-3, Name is 2-Ethylhexyl acetate, molecular formula is C10H20O2. In an article, author is Bankura, Abhijit,once mentioned of 103-09-3, Safety of 2-Ethylhexyl acetate.
Non-Bonding 1,4-Sulphur-Oxygen Interaction Governs the Reactivity of alpha-Ketothioesters in Triphenylphosphine-Catalyzed Cyclization with Acetylenedicarboxylates
alpha-Ketothioesters undergo triphenylphosphine (PPh3)-catalyzed cyclization with acetylenedicarboxylate esters smoothly, in contrast to alpha-ketooxoesters which require more drastic conditions with the limited substrate scope. The reaction works well with a wide range of alpha-ketothioesters, delivering highly functionalized alpha,beta-unsaturated gamma-butyrolactones in moderate to excellent yields. The higher reactivity of the thioester derivatives is seemingly due to a favourable intramolecular non-bonding electrostatic 1,4-interaction involving C-S sigma* orbital on the sulphur atom and the lone pair of electrons in the electron-donating oxygen atom. This is apparent from the X-ray crystallographically determined internuclear distance between the sulphur and ketone (C=O) oxygen atoms (2.71-2.85 angstrom), which is significantly less than the sum of their van der Waals radii (3.25-3.30 angstrom). The substitution on the S atom is oriented diametrically away from the ketone O atom to maximize the interaction between them. The trend is also seen in the 1,4-S…O contact between the S and furan O atoms (2.70 angstrom) in the gamma-butyrolactone products.
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