Chiral 2-aminodmap/sulfonamides and squaramides as bifunctional acid/base organocatalysts in asymmetric catalysis

Işık, Murat
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-(β)-nitrostyrene. Enantiomeric excesses (ee) up to 93% were attained.


Boron trifluoride mediated Prins reaction of methylene diacetate with styrenes. One-pot synthesis of 3-chloro-3-arylpropanols
İŞLEYEN, ALPER; Doğan, Özdemir (Georg Thieme Verlag KG, 2006-05-03)
A one-pot procedure was developed for the synthesis of 3-chloro-3-arylpropanols, which are important starting materials for the synthesis of biologically active benzanilide derivatives. Styrenes were reacted with methylene diacetate in the presence of boron trifluoride to give the corresponding 3-chloro-3-arylpropanols in 36-84% yield by the Prins reaction. A strongly electron-donating methoxy substituent at either the ortho or para position of the styrene did not give the expected 3-chloro-3-arylpropanols ...
Immobilization of dioxomolybdenum(VI) complex bearing salicylidene 2-picoloyl hydrazone on chloropropyl functionalized SBA-15: A highly active, selective and reusable catalyst in olefin epoxidation
Bagherzadeh, Mojtaba; Zare, Maryam; Salemnoush, Taghi; Özkar, Saim; Akbayrak, Serdar (Elsevier BV, 2014-04-05)
A novel organic-inorganic hybrid heterogeneous catalyst system was obtained from the reaction of the molybdenum(VI) complex of salicylidene 2-picoloyl hydrazone with mesoporous silica containing 3-chloropropyl groups prepared by a direct synthetic approach involving hydrolysis and co-condensation of tetraethylorthosilicate (TEOS) and 3-chloropropyltrimethoxysilane in the presence of the triblock copolymer P123 as template under acidic conditions. Characterization of the functionalized materials by X-ray dif...
Structure sensitive hydrogen adsorption: Effect of Ag on Ru/SiO2 catalysts
Savargaonkar, N; Narayan, RL; Pruski, M; Üner, Deniz; King, TS (Elsevier BV, 1998-08-15)
The dynamics and energetics of hydrogen chemisorption on silica-supported ruthenium and ruthenium-silver bimetallic catalysts were studied by H-1 NMR spectroscopy and microcalorimetry. It was observed that the amount of hydrogen adsorbed on Ru particles having intermediate and low heats of adsorption was significantly reduced with increasing amounts of silver. The desorption and adsorption rate constants, determined from selective excitation NMR experiments, were lower on Ru-Ag catalysts than those on Ru ca...
Vertex‐sharing BO4 and PO4 tetrahedra form the framework of the title compounds. Ca[BPO5] and Sr[BPO5] crystallize in the stillwellite structural type and contain tetrahedral chain anions urn:x-wiley:05700833:media:ANIE199407491:tex2gif-stack-1[BPOurn:x-wiley:05700833:media:ANIE199407491:tex2gif-stack-2], which can be described as loop‐branched “dreier” single chains. In Ba3[BP3O12] the urn:x-wiley:05700833:media:ANIE199407491:tex2gif-stack-3tetrahedral anions form “zweifach” open “vierer” single chains. Gi...
Isomorphism classes of elliptic curves over finite fields of characteristic two
Kırlar, Barış Bülent; Akyıldız, Ersan; Department of Mathematics (2005)
In this thesis, the work of Menezes on the isomorphism classes of elliptic curves over finite fields of characteristic two is studied. Basic definitions and some facts of the elliptic curves required in this context are reviewed and group structure of elliptic curves are constructed. A fairly detailed investigation is made for the isomorphism classes of elliptic curves due to Menezes and Schoof. This work plays an important role in Elliptic Curve Digital Signature Algorithm. In this context, those isomorphi...
Citation Formats
M. Işık, “Chiral 2-aminodmap/sulfonamides and squaramides as bifunctional acid/base organocatalysts in asymmetric catalysis,” Ph.D. - Doctoral Program, Middle East Technical University, 2011.