Unusual chemoselective addition of diisopropylzinc to 2,2′-bipyridine-5,5′-dicarbonyl compounds in the 2-position and autoxidative reconversion with carbon-carbon bond cleavage

Shigehisa Tanji, Takanori Shibata, Itaru Sato, Kenso Soai

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

The chemoselective addition of diisopropylzinc to 2,2′-bipyridine-5,5′-dicarbonyl compounds in the 2-position and autoxidative reconversion with carbon-carbon bond cleavage was presented. It was shown that i-Pr2Zn do not add to the aldehyde moiety but to the 2-position of the bipyridine to afford possessing a quaternary carbon atom in a yield of 69%. It was found that the i-Pr2Zn does not add to the aldehyde but to the 2-position of the bipyridine ring by destroying the aromaticity of the pyridine ring.

Original languageEnglish
Pages (from-to)217-218
Number of pages2
JournalJournal of the Chemical Society. Perkin Transactions 1
Issue number3
DOIs
Publication statusPublished - 2001 Feb 7

ASJC Scopus subject areas

  • Chemistry(all)

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