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electrophile |
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electrophileAtom or molecule that in a chemical reaction seeks an atom or molecule containing an electron pair available for bonding or the negative end of a polar molecule (see covalent bond; electric dipole). In the Lewis electron theory (see acid-base theory) advanced by the U.S. chemist Gilbert Lewis (1875–1946) in 1923, electrophiles are by definition Lewis acids. Examples include the hydronium ion (H3O+), boron trifluoride (BF3), and the halogens fluorine, chlorine, bromine, and iodine in molecular form. See also acid; nucleophile. |
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One of the most significant of these reactions is the conjugation of electrophiles to glutathione. The hydroxyl group of Tyr115 was found hydrogen-bonded to the 10-hydroxyl group of (9S,10S)-2, a fact suggesting that this residue could act as an electrophile to stabilize the transition state for the addition of GSH to epoxides. 155 STILLE JK,ANGEW CHEM,vol 0025,page 0508,1986,cites= 132,THE PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOTIN REAGENTS WITH ORGANIC ELECTROPHILES |
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