Direct Synthesis of Symmetrical Azines from Alcohols and Hydrazine Catalyzed by a Ruthenium Pincer Complex: Effect of Hydrogen Bonding

作者：Bauer Jonathan O; Leitus Gregory; Ben David Yehoshoa; Milstein David^*

来源：ACS Catalysis, 2016, 6(12): 8415-8419.

DOI：10.1021/acscatal.6b02946

• azines
• homogeneous catalysis
• hydrogen bonds
• pincer complexes
• ruthenium
• supramolecular compounds

Azines (2,3-diazabuta-1,3-dienes) are a widely used class of compounds with conjugated C=N 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 dehydrogenative coupling of benzylic 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.

• 出版日期2016-12