| title: | New reagents and methods for the synthesis of hydrazines |
|---|---|
| reg no: | ETF5255 |
| project type: | Estonian Science Foundation research grant |
| subject: |
1.6. Physical, Analytical and Inorganic Chemistry |
| status: | completed |
| institution: | University of Tartu |
| head of project: | Uno Mäeorg |
| duration: | 01.01.2002 - 31.12.2005 |
| description: | The main target of the project is to develop new effective reagents for the synthesis of multisubstituted hydrazines. The scope and limitations of these reagents will be shown. The concrete objects are following: 1. Synthesis of triphenylphosphoniumhydrazines with different carbamate type protecting groups (or without them) and the use them in synthesis of tetrasubstituted hydrazines. 2. Inserting different interesting fragments (steroids, diynes, alcohols, phenols, carboxylic acids, esters, aryl groups etc) into the hydrazine molecule using new and known reagents and methods. Comparison of reagents will be done. 3. As collaboration with the Institute of Chemical Physics of the Tartu University the pKa values of hydrazine reagents will be determined and the data will be used for the design of new reagents and methods of synthesis of hydrazines. 4. Investigation of the possibilities of one-pot synthesis of hydrazines, using different protected reagents. The conformational analysis of some hydrazines synthesized will be done. We suppose that the key compound [Ph3PNHNHY]+ X- can give the corresponding phosphorane by the influence of base. It should be possible react the phosphorane with various electrophiles. Using stronger bases the products could be deprotonated again and can react with another electrophile. The stepwise cleavage of the remaining protecting groups will give the tetrasubstituted hydrazine with different substituents. Using these new and also known Boc3- and Z,Boc2-reagents the best method for the introduction of fragments mentioned above will be worked out. The one-pot synthesis will be performed. As a general result the new reagents and new methods of synthesis of hydrazines will offer broad spectra of compounds what could be useful for different purposes in medicine, agriculture and material science. |
| project group | ||||
|---|---|---|---|---|
| no | name | institution | position | |
| 1. | Olavi Loog | UT, FPC, IOC | Assistant | |
| 2. | Sirje Mäeorg | UT, FPC, IOC | Assistant | |
| 3. | Uno Mäeorg | University of Tartu,Faculty of Physics and Chemsitry | docent | |