Facile Synthesis of Flexible Bis(pyrazol-1-yl)alkane and Related Ligands in a Superbasic Medium
✍ Scribed by Andrei S. Potapov; Galina A. Domina; Andrei I. Khlebnikov; Vladimir D. Ogorodnikov
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- English
- Weight
- 115 KB
- Volume
- 2007
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
Abstract
Flexible ligands 1,3‐bis(pyrazol‐1‐yl)propanes, bis[2‐(pyrazol‐1‐yl)ethyl] ethers, and bis[2‐(3,5‐dimethylpyrazol‐1‐yl)ethyl]amine were prepared by a facile procedure involving the reaction of pyrazoles with 1,3‐dibromopropane, bis(2‐chloroethyl) ether or bis(2‐chloroethyl)amine hydrochloride in a superbasic medium (dimethyl sulfoxide/potassium hydroxide). Reaction of bis(2‐chloroethyl)amine and pyrazole unexpectedly led to 1,4‐bis[2‐(pyrazol‐1‐yl)ethyl]piperazine. The corresponding 4,4′‐diiodo‐substituted bis(pyrazole) derivatives were prepared by oxidative iodination with I~2~/HIO~3~/H~2~SO~4~ in acetic acid. Vilsmeier–Haak formylation of some of the prepared compounds yielded the corresponding dialdehydes.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
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