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 language | English |
|---|---|
| Journal | ACS Catalysis |
| Volume | 6 |
| Issue number | 12 |
| DOIs | |
| Publication status | Published - Jan 1 2016 |
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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
}
TY - JOUR
T1 - Direct synthesis of symmetrical azines from alcohols and hydrazine catalyzed by a ruthenium pincer complex
T2 - Effect of hydrogen bonding
AU - Bauer, Jonathan O.
AU - Leitus, Gregory
AU - Ben-David, Yehoshoa
AU - Milstein, David
PY - 2016/1/1
Y1 - 2016/1/1
N2 - 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.
AB - 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.
KW - Azines
KW - Homogeneous catalysis
KW - Hydrogen bonds
KW - Pincer complexes
KW - Ruthenium
KW - Supramolecular compounds
UR - http://www.scopus.com/inward/record.url?scp=85046770910&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85046770910&partnerID=8YFLogxK
U2 - 10.1021/acscatal.6b02946
DO - 10.1021/acscatal.6b02946
M3 - Article
AN - SCOPUS:85046770910
VL - 6
JO - ACS Catalysis
JF - ACS Catalysis
SN - 2155-5435
IS - 12
ER -