Synthesis and evaluation of catalytic performances of novel bifunctional 2-
aminoDMAP-Thiourea/ Sulfonamide/ Squaramide organocatalysts derived from
trans-(R,R)-cyclohexane-1,2-diamine forms the main goal of this thesis. For this
purpose, direct selective mono-N-pyridilization of trans-(R,R)-cyclohexane-1,2-
diamine via Pd and Cu catalysis is described successfully first. Facile preparation of
chiral 2-aminoDMAP core catalaphore led to the development of various 2-
aminoDMAP- Thiourea/ Sulfonamides/ Squaramides as bifunctional acid/base
organocatalyst libraries (most in two-steps overall) which showed good results in
asymmetric conjugate addition of 1,3-dicarbonyls to trans-(&beta / )-nitrostyrene.
Enantiomeric excesses (ee) up to 93% were attained.
| Identifer | oai:union.ndltd.org:METU/oai:etd.lib.metu.edu.tr:http://etd.lib.metu.edu.tr/upload/12613444/index.pdf |
| Date | 01 August 2011 |
| Creators | Isik, Murat |
| Contributors | Tanyeli, Cihangir |
| Publisher | METU |
| Source Sets | Middle East Technical Univ. |
| Language | English |
| Detected Language | English |
| Type | Ph.D. Thesis |
| Format | text/pdf |
| Rights | To liberate the content for public access |
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