X-philic reactions

Hydrogen/chlorine exchange reactions of gaseous carbanions

“…However, they are especially labile toward the halogenophilic attack [11]. For instance, the conversion of alcohols into the corresponding alkylchlorides using CCl 4 and PPh 3 proceeds with chlorine cation transfer from CCl 4 to PPh 3 to form an intermediate [Ph 3 PCl] ϩ…”

“…Direct nucleophilic attack on a halogen atom in an organic compound by an anion has been described for both condensed- [11,23] and gas-phase reactions [24]. For example, ␣-chlorination to the carbonyl compounds effected by CCl 4 in basic media involves the nucleophilic attack on a Cl atom of the CCl 4 by the intermediate carbonyl anion and the reactivity increases with decreased delocalization of its negative charge [23].…”

Global Electrophilicity Study of the Reaction of Pyrroles with N-Halo Compounds and the Rate-Determining Step

“…Ion-pair formation can be seen to be a halogenophilic reaction-nucleophilic attack on a halogen with an anionic nitrogen-leaving group (Scheme 3) and thus should depend on both the halogen and the leaving group (Zefirov & Makhon'kov, 1982). Data in Tables 1 and 2 allowed us to examine both of these effects.…”

On the opposite trends of correlations between interaction energies and electrostatic potentials of chlorinated and methylated amine complexes stabilized by halogen bond

“…One type of these interactions is halogen bond which plays a significant role in different fields such as crystal engineering [1][2][3][4][5], biomolecular systems [6][7][8], organic catalysis [9,10] or optoelectronics [11,12]. Halogen bond is an attractive interaction between the positively charged fragment of the electrostatic surface (σ-hole) on the halogen atom (Cl, Br, I) and the electronrich center (e.g., electron lone pair from nitrogen atom) [13,14].…”