Synthesis and molecular structures of dibenzo(perhydrotriazino)aza-14-crown-4 ethers

Synthesis and molecular structures of dibenzo(perhydrotriazino)aza-14-crown-4 ethers

By triple condensation of thiourea or guanidine with 1,ω-bis(2-formylphenoxy)-3-oxapentane and ammonium acetate first representatives of the new class of ethers bis(benzo)aza-14-crown-4 were obtained in 28–73% yield that included as a subunit a symm -perhydrotriazine ring. This reaction also proceed...

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Veröffentlicht in:Russian journal of organic chemistry 2011-05, Vol.47 (5), p.766-770
Hauptverfasser: Khieu, Chyong Khong, Soldatenkov, A. T., Le Tuan, An’, Levov, A. N., Smol’yakov, A. F., Khrustalev, V. N., Antipin, M. Yu
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Chemistry and Materials Science
Organic Chemistry
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container_end_page 770
container_issue 5
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container_title Russian journal of organic chemistry
container_volume 47
creator Khieu, Chyong Khong
Soldatenkov, A. T.
Le Tuan, An’
Levov, A. N.
Smol’yakov, A. F.
Khrustalev, V. N.
Antipin, M. Yu
description By triple condensation of thiourea or guanidine with 1,ω-bis(2-formylphenoxy)-3-oxapentane and ammonium acetate first representatives of the new class of ethers bis(benzo)aza-14-crown-4 were obtained in 28–73% yield that included as a subunit a symm -perhydrotriazine ring. This reaction also proceeds readily with N-monomethyl- and N-monopropenyl-substituted thioureas affording the corresponding derivatives of triazinoazacrown ether. At the same time urea in the similar condensation does not form the expected perhydrotriazinoazacrown ether. The molecular structure of one perhydroazacrown ether as a complex with a chloroform molecule was established by XRD analysis.
doi_str_mv 10.1134/S1070428011050174
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Organic Chemistry
title Synthesis and molecular structures of dibenzo(perhydrotriazino)aza-14-crown-4 ethers
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