Kinetics and Mechanism of the Anilinolyses of O-Methyl, O-Propyl and O-Isopropyl Phenyl Phosphonochloridothioates in Acetonitrile

Autor:	Md. Ehtesham Ul Hoque, Hai Whang Lee, Mijin Lee, Hasi Rani Barai
Rok vydání:	2013
Předmět:	Steric effects chemistry.chemical_compound Deuterium Nucleophile Chemistry Kinetics Kinetic isotope effect General Chemistry Acetonitrile Photochemistry Kinetic energy Medicinal chemistry Isopropyl
Zdroj:	Bulletin of the Korean Chemical Society. 34:1096-1100
ISSN:	0253-2964
DOI:	10.5012/bkcs.2013.34.4.1096
Popis:	N2 mechanism is proposed for the anilinolyses of 1, 3 and 4. The anilinolysis rates of the phosphonochloridothioates are predominantly dependent upon the steric effects over the inductive effects of the two ligands. The deuterium kinetic isotope effects (DKIEs; kH/kD) are primary normal with 1 and 3, while secondary inverse with 4. Primary normal and secondary inverse DKIEs are rationalized by frontside and backside nucleophilic attack transition state, respectively. The DKIEs of the phosphonochloridothioates do not have any consistent correlations with the two ligands.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::30d30d0536d8cb298610c69bf32f9a1c https://doi.org/10.5012/bkcs.2013.34.4.1096 Zobrazit plný text záznamu