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 journal › Article

7 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 - Jan 1 2016

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hydrazine
Ruthenium
Hydrazine
Hydrogen bonds
Alcohols
Hydrates
Crystalline materials

Keywords

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

ASJC Scopus subject areas

  • Catalysis

Cite this

Direct synthesis of symmetrical azines from alcohols and hydrazine catalyzed by a ruthenium pincer complex : Effect of hydrogen bonding. / Bauer, Jonathan O.; Leitus, Gregory; Ben-David, Yehoshoa; Milstein, David.

In: ACS Catalysis, Vol. 6, No. 12, 01.01.2016.

Research output: Contribution to journal › Article

Bauer, JO, Leitus, G, Ben-David, Y & Milstein, D 2016, 'Direct synthesis of symmetrical azines from alcohols and hydrazine catalyzed by a ruthenium pincer complex: Effect of hydrogen bonding', ACS Catalysis, vol. 6, no. 12. https://doi.org/10.1021/acscatal.6b02946
Bauer JO, Leitus G, Ben-David Y, Milstein D. Direct synthesis of symmetrical azines from alcohols and hydrazine catalyzed by a ruthenium pincer complex: Effect of hydrogen bonding. ACS Catalysis. 2016 Jan 1;6(12). https://doi.org/10.1021/acscatal.6b02946
Bauer, Jonathan O. ; Leitus, Gregory ; Ben-David, Yehoshoa ; Milstein, David. / Direct synthesis of symmetrical azines from alcohols and hydrazine catalyzed by a ruthenium pincer complex : Effect of hydrogen bonding. In: ACS Catalysis. 2016 ; Vol. 6, No. 12.
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