Oxidative nucleophilic substitution of hydrogen in nitrobenzenes with 2-phenylpropionic esters

Direct synthesis of nitroaryl acetylenes from acetylenes and nitroarenes via oxidative nucleophilic substitution of hydrogen.

Acetylenic carbanions add to nitroarenes (dinitrobenzenes, nitropyridines, etc.) to form σH-adducts that are subsequently oxidized by DDQ according to the oxidative nucleophilic substitution of hydrogen (ONSH) pathway to give nitroaryl acetylenes.

Direct functionalization of BODIPY dyes by oxidative nucleophilic hydrogen substitution at the 3- or 3,5-positions.

BODIPY dyes are shown to be susceptible to oxidative nucleophilic substitution of the alpha-hydrogens, incorporating nitrogen and carbon nucleophiles in a single, high yielding step. The reaction is an excellent alternative to conventional functionalization of this popular fluorophore.

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

Gas phase nucleophilic substitution

The literature on gas phase nucleophilic substitution reactions at aliphatic carbon has been reviewed. The emphasis has been on journal articles published in the period 1990–2001. The present review outlines our current understanding of concepts such as potential energy surfaces, structure–energy relationships, microsolvation, and dynamical and mechanistic details based on both experimental and...