The Nucleophilic Substitution Reaction of 1-Halogeno-2-methylsulfonylphenazine 5-Oxides

Synthesis of 3-aminoBODIPY dyes via copper-catalyzed vicarious nucleophilic substitution of 2-halogeno derivatives.

2-Halogeno BODIPYs undergo copper catalysed nucleophilic substitution with alkyl amines and anilines and an amide to give the corresponding 3-aminoBODIPY derivatives. The substrates are readily prepared by the regioselective 2-halogenation of the chemically robust, preformed BODIPYs thus providing an alternative to direct nucleophilic substitution of the corresponding 3-halogenoBODIPYs which re...

Dynamic origin of the stereoselectivity of a nucleophilic substitution reaction.

A nucleophilic substitution on a dichlorovinyl ketone was studied experimentally and computationally. A mixture of products is observed experimentally, but a conventional computational analysis does not account for the formation of the minor stereoisomer. Instead, the product mixture is predicted accurately from a dynamic trajectory study on a bifurcating energy surface. The dynamic origin of t...

Determination of pKa’s of hydroxamic acids by nucleophilic substitution reaction

Acid dissociation constant (pKa) of some para-substituted benzohydroxamic, 4-XC6H4CONHOH, and N-methyl parasubstituted benzohydroxamic acids, 4XC6H4CON(OH)CH3, where X = H, CH3, CH3O, NO2, Cl, have been determined spectrophotometrically by nucleophilic substitution reactions of pnitrophenyl acetate with hydroxamate ions at 27± 0.1C. All reactions in this study follow pseudo-first order kinetics...

Nucleophilic Substitution and Elimination

What does the term "nucleophilic substitution" imply? • A nucleophile is an the electron rich species that will react with an electron poor species • A substitution implies that one group replaces another. Nucleophilic substitution reactions occur when an electron rich species, the nucleophile, reacts at an electrophilic saturated C atom attached to an electronegative group (important), the lea...

Modern Nucleophilic Aromatic Substitution