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ChemInform Abstract: Sequential Mono-N-arylation of Piperazine Nitrogens. Part 2. The Role of Hydrogen Bonding.

✍ Scribed by Jeffrey Eckert; Tze-Ming Chan; Rebecca M. Osterman; Joseph B. Lambert; Dinesh Gala

Publisher: John Wiley and Sons
Year: 2010
Weight: 27 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199939140

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✦ Synopsis

Sequential Mono-N-arylation of Piperazine Nitrogens. Part 2. The Role of Hydrogen Bonding.

-Piperazine can be selectively monoarylated with electron deficient aryl halides. However, o-chloronitrobenzene gives a 1:1 mixture of mono-and diarylated product, a fact which is explained by the activation of the N'-nitrogen by an intramolecular H-bonding to the ortho-nitro group.

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