Synthesis and acid-base properties of phosphorylated diazacycloalkanes and their cyclic analogs

Autor:	M. I. Kabachnik, B. K. Shcherbakov, E. I. Matrosov, Yu. M. Polikarpov, S. V. Matveev, Anna G. Matveeva
Rok vydání:	1994
Předmět:	chemistry.chemical_classification Nitromethane Base (chemistry) Chemistry Hydrogen bond Potentiometric titration Protonation General Chemistry Ring (chemistry) Medicinal chemistry Piperazine chemistry.chemical_compound Intramolecular force Organic chemistry
Zdroj:	Russian Chemical Bulletin. 43:1895-1901
ISSN:	1573-9171 1066-5285
DOI:	10.1007/bf00696324
Popis:	Novel cyclopendant organophosphorus complexing agents,viz. 1,5-bis(2-diphenylphosphorylmethyl (or ethyl))-1,5-diazacyclooctane (1, 2) and l-methyl-4-(2-diphenylphosphorylethyl) piperazine (3), were synthesized on the basis of 1,5-diazacyclooctane and piperazine. The protonation constants of the compounds synthesized and some of their analogs were determined by potentiometric titration in 70 % aqueous ethanol and in nitromethane. The nitrogen atoms of the ring are the protonation sites in all of the systems studied. The regularities of the variation of protonation constants have been explained by the formation of intramolecular hydrogen bonds. The conformational possibilities of the formation of H-bonds in the cations of the ligands have been examined by molecular mechanics.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f9a7c979c10d8f53066b71fcb68a8d1a https://doi.org/10.1007/bf00696324 Zobrazit plný text záznamu Full text from SpringerLink