Investigation of interaction between tert.-butyl diamidophosphites and alkyl halides

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F19%3A10398864" target="_blank" >RIV/00216208:11310/19:10398864 - isvavai.cz</a>

Výsledek na webu

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=xanBX82dhH" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=xanBX82dhH</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.31489/2019Ch1/39-47" target="_blank" >10.31489/2019Ch1/39-47</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Investigation of interaction between tert.-butyl diamidophosphites and alkyl halides

Popis výsledku v původním jazyce

In this article the interaction of tert.-butyldiamidophosphites with various alkyl halides with a mobile halogen atom, in particular, allyl chloride, benzyl chloride and bromomalonic ester under various conditions was studied. It was established that reactions with benzyl chloride and allyl chloride proceeded according to the classical Arbuzov reaction scheme by quartering the phosphorus atom with the formation of the corresponding benzyl and allyl amidophosphonates as the main reaction products. It was stated that the reaction proceeded ambiguously with the formation of various products mixture. This is due to the structure of the intermediate &quot;quasiphosphonium&quot;, which depends on the nature of the solvent: the ionic form predominates in polar solvents, and the pentavalent form predominates in non-polar solvents. In addition it was proved that the direction of the reaction depended on the reaction conditions, namely, the temperature and the solvent nature. It was shown that the reaction with bromomalonic ester proceeded through the initial protonation of the phosphorus atom with the formation of a quasiphosphonium compound, the decomposition of which led to the corresponding tetraethyldiamidophosphorous acid.

Název v anglickém jazyce

Investigation of interaction between tert.-butyl diamidophosphites and alkyl halides

Popis výsledku anglicky

In this article the interaction of tert.-butyldiamidophosphites with various alkyl halides with a mobile halogen atom, in particular, allyl chloride, benzyl chloride and bromomalonic ester under various conditions was studied. It was established that reactions with benzyl chloride and allyl chloride proceeded according to the classical Arbuzov reaction scheme by quartering the phosphorus atom with the formation of the corresponding benzyl and allyl amidophosphonates as the main reaction products. It was stated that the reaction proceeded ambiguously with the formation of various products mixture. This is due to the structure of the intermediate &quot;quasiphosphonium&quot;, which depends on the nature of the solvent: the ionic form predominates in polar solvents, and the pentavalent form predominates in non-polar solvents. In addition it was proved that the direction of the reaction depended on the reaction conditions, namely, the temperature and the solvent nature. It was shown that the reaction with bromomalonic ester proceeded through the initial protonation of the phosphorus atom with the formation of a quasiphosphonium compound, the decomposition of which led to the corresponding tetraethyldiamidophosphorous acid.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

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OECD FORD obor

10402 - Inorganic and nuclear chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2019

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Bulletin of Karaganda State University, Series chemistry

ISSN

2518-718X

e-ISSN

—

Svazek periodika

Neuveden

Číslo periodika v rámci svazku

93

Stát vydavatele periodika

KZ - Republika Kazachstán

Počet stran výsledku

9

Strana od-do

39-47

Kód UT WoS článku

000488857100005

EID výsledku v databázi Scopus

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