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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 191, 2016 - Issue 11-12: 21st International Conference on Phosphorus Chemistry (ICPC-2016)
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Original Articles

Substrate specific nanoreactors based on pyrimidine-containing amphiphiles of various structures for cleavage of phosphonates

D. R. GabdrakhamanovA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russia
,
D. A. SamarkinaA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russia
,
V. E. SemenovA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russia
,
L. F. SaifinaA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russia
,
F. G. ValeevaA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russia
,
V. S. ReznikA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russia
&
L. Ya. ZakharovaA. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, RussiaCorrespondence[email protected] [email protected] [email protected]
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Pages 1673-1675 | Received 18 Aug 2016, Accepted 19 Aug 2016, Published online: 29 Aug 2016
 
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ABSTRACT

The series of novel pyrimidine-containing amphiphiles were examined as catalysts for cleavage of phosphonates having various hydrophobicities. Kinetic data showed marked substrate specificity of three different types (i) inhibition for both substrates, (ii) catalysis for more hydrophobic phosphonate and inhibition for less hydrophobic phosphonate, and (iii) catalysis for both substrates. The highest acceleration (more than 11 times in comparison with the reaction in the absence of amphiphile) has been reached in the case of dicationic amphiphile with three hydrophobic tails.

GRAPHICAL ABSTRACT

Funding

This work was financially supported by the Russian Science Foundation (Project No. 14-50-00014).

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