Synthesis of monomeric and oligomeric 1,1′-methylenebis-(1H- pyrazoles) contaning ethynyl fragments

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Abstract

1,1′-Methylenebis(1H-pyrazole) and 1,1′-methylenebis(3,5- dimethyl-1H-pyrazole) reacted with iodine in the presence of iodic acid to give the corresponding 4,4′-diiodo derivatives. Polycondensation of the latter with p-diethynylbenzene led to the formation of oligomeric compounds. 1,1′-Methylenebis(4-iodo-1H-pyrazoles) were converted into 4,4′-diethynyl derivatives by the Sonogashira and reverse Favorskii reactions, and their oxidative polycondensation in the presence of copper(I) chloride in pyridine also gave oligomeric products with a molecular weight exceeding 9000.

Original languageEnglish
Pages (from-to)1368-1373
Number of pages6
JournalRussian Journal of Organic Chemistry
Volume42
Issue number9
DOIs
Publication statusPublished - 1 Sep 2006
Externally publishedYes

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Pyrazoles
Polycondensation
Derivatives
Iodine
Molecular weight
pyrazole

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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title = "Synthesis of monomeric and oligomeric 1,1′-methylenebis-(1H- pyrazoles) contaning ethynyl fragments",
abstract = "1,1′-Methylenebis(1H-pyrazole) and 1,1′-methylenebis(3,5- dimethyl-1H-pyrazole) reacted with iodine in the presence of iodic acid to give the corresponding 4,4′-diiodo derivatives. Polycondensation of the latter with p-diethynylbenzene led to the formation of oligomeric compounds. 1,1′-Methylenebis(4-iodo-1H-pyrazoles) were converted into 4,4′-diethynyl derivatives by the Sonogashira and reverse Favorskii reactions, and their oxidative polycondensation in the presence of copper(I) chloride in pyridine also gave oligomeric products with a molecular weight exceeding 9000.",
author = "Potapov, {A. S.} and Khlebnikov, {A. I.} and Vasilevskii, {S. F.}",
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T1 - Synthesis of monomeric and oligomeric 1,1′-methylenebis-(1H- pyrazoles) contaning ethynyl fragments

AU - Potapov, A. S.

AU - Khlebnikov, A. I.

AU - Vasilevskii, S. F.

PY - 2006/9/1

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N2 - 1,1′-Methylenebis(1H-pyrazole) and 1,1′-methylenebis(3,5- dimethyl-1H-pyrazole) reacted with iodine in the presence of iodic acid to give the corresponding 4,4′-diiodo derivatives. Polycondensation of the latter with p-diethynylbenzene led to the formation of oligomeric compounds. 1,1′-Methylenebis(4-iodo-1H-pyrazoles) were converted into 4,4′-diethynyl derivatives by the Sonogashira and reverse Favorskii reactions, and their oxidative polycondensation in the presence of copper(I) chloride in pyridine also gave oligomeric products with a molecular weight exceeding 9000.

AB - 1,1′-Methylenebis(1H-pyrazole) and 1,1′-methylenebis(3,5- dimethyl-1H-pyrazole) reacted with iodine in the presence of iodic acid to give the corresponding 4,4′-diiodo derivatives. Polycondensation of the latter with p-diethynylbenzene led to the formation of oligomeric compounds. 1,1′-Methylenebis(4-iodo-1H-pyrazoles) were converted into 4,4′-diethynyl derivatives by the Sonogashira and reverse Favorskii reactions, and their oxidative polycondensation in the presence of copper(I) chloride in pyridine also gave oligomeric products with a molecular weight exceeding 9000.

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