Chlorine in an Organic Molecule, a Universal Promoter-Workhorse-Of Reactions.

Darzens reaction base induced β-elimination chlorine as electrophilic center dichlorocarbene nucleophilic substitution of chlorine phase transfer catalysis vicarious nucleophilic substitution α-halocarbanions γ-halocarbanions

Journal

Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009

Informations de publication

Date de publication:
05 Dec 2023
Historique:
received: 25 10 2023
revised: 26 11 2023
accepted: 01 12 2023
medline: 23 12 2023
pubmed: 23 12 2023
entrez: 23 12 2023
Statut: epublish

Résumé

Due to the electronic configuration of the atom and charge of the nucleus, the chlorine in organic molecules can exert a variety of effects. It can depart as a chloride anion in the process of substitution and elimination, facilitates the abstraction of protons and stabilizes generated carbanions, exerts moderate stabilizing effect of carbenes, carbocations and radicals. There are frequent cases where chlorine substituent promotes more than one transformation. These rich effects of chlorine substituent will be illustrated by examples of our work.

Identifiants

pubmed: 38138446
pii: molecules28247957
doi: 10.3390/molecules28247957
pii:
doi:

Types de publication

Journal Article Review

Langues

eng

Sous-ensembles de citation

IM

Auteurs

Mieczysław Mąkosza (M)

Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.

Michał Fedoryński (M)

Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland.

Classifications MeSH