Dichloromethane is one solvent that is used widely in laboratory. It is
so stable that it seldom reacts with other materials. There are only a few
reports that involves dichloromehane as a reactant. Previous in our
laboratory, we discovered a dichloromethane activation product.
To study the details of the methylene insertion prouct, [(SCH2S)PS]2Zn
form (Et4N)2 (PS3Zn)2, we used monodentate thiols in different condition
as models to understand what condition thiols may react with dichloro
methane. We found out thiols can react with dichloromethane under
strong base. When there is aromatic ring in a thiol, that thiol will react
with dichloromethane easily. Adding zinc salts showed that zinc ion is
an inhibitor in thiolate/dichloromethane reactions.
We synthesized Tris(3-trimethylsilyl-2-thiophenyl)phosphine [H3SiPS3]
and SiPS3Zn complex to study the parallel effect of adding bulky silyl
substitaents on PS3 ligand towards reaction with dichloromethane. Most
conclusion are similar to that of monodentate thiols. There is one thing
that differs from the results of monedentate thiols: the SiPS3Zn complex
does react with dichloromethane.
| Identifer | oai:union.ndltd.org:NSYSU/oai:NSYSU:etd-0901111-160943 |
| Date | 01 September 2011 |
| Creators | Dai, Min-Bin |
| Contributors | Tsu-Hsin Chang, Yen-Nan Chiang, Chin-Neng Hsus |
| Publisher | NSYSU |
| Source Sets | NSYSU Electronic Thesis and Dissertation Archive |
| Language | Cholon |
| Detected Language | English |
| Type | text |
| Format | application/pdf |
| Source | http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0901111-160943 |
| Rights | unrestricted, Copyright information available at source archive |
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