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

Result code in 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>

Result on the web

<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>

Result language

angličtina

Original language name

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

Original language description

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.

Czech name

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10402 - Inorganic and nuclear chemistry

Project

—

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2019

Confidentiality

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

Name of the periodical

Bulletin of Karaganda State University, Series chemistry

ISSN

2518-718X

e-ISSN

—

Volume of the periodical

Neuveden

Issue of the periodical within the volume

93

Country of publishing house

KZ - KAZAKSTAN

Number of pages

9

Pages from-to

39-47

UT code for WoS article

000488857100005

EID of the result in the Scopus database

—