Direct synthesis of symmetrical azines from alcohols and hydrazine catalyzed by a ruthenium pincer complex: Effect of hydrogen bonding

Jonathan O. Bauer, Gregory Leitus, Yehoshoa Ben-David, David Milstein

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Azines (2,3-diazabuta-1,3-dienes) are a widely used class of compounds with conjugated CN double bonds. Herein, we present a direct synthesis of azines from alcohols and hydrazine hydrate. The reaction, catalyzed by a ruthenium pincer complex, evolves dihydrogen and can be run in a base-free version The deh dro enative cou lin of benz lic and aliphatic alcohols led to good conversions and yields. Spectroscopic evidence for a hydrazine-coordinated dearomatized ruthenium pincer complex was obtained. Isolation of a supramolecular crystalline compound provided evidence for the important role of hydrogen bonding networks under the reaction conditions.

Original languageEnglish
JournalACS Catalysis
Volume6
Issue number12
DOIs
Publication statusPublished - 2016

Keywords

  • Azines
  • Homogeneous catalysis
  • Hydrogen bonds
  • Pincer complexes
  • Ruthenium
  • Supramolecular compounds

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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