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Direct Synthesis of Symmetrical Azines from Alcohols and Hydrazine Catalyzed by a Ruthenium Pincer Complex: Effect of Hydrogen Bonding
| Content Provider | Semantic Scholar |
|---|---|
| Author | Bauer, Jonathan O. Leitus, Gregory Ben-David, Yehoshoa Milstein, David |
| Copyright Year | 2016 |
| Abstract | 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. |
| Starting Page | 8415 |
| Ending Page | 8419 |
| Page Count | 5 |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/acscatal.6b02946 |
| PubMed reference number | 27990319 |
| Journal | Medline |
| Volume Number | 6 |
| Alternate Webpage(s) | http://www.weizmann.ac.il/Organic_Chemistry/milstein/sites/Organic_Chemistry.milstein/files/uploads/acscatal2e6b02946.pdf |
| Journal | ACS catalysis |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |