ChemInform Abstract: Cation-Binding Properties of Crown Ethers, Lariat Ethers, Bibracchial Lariat Ethers, and Poly(ethyleneglycols) as Potential Phase-Transfer Catalysts

ChemInform ◽  
1987 ◽  
Vol 18 (42) ◽  
Author(s):  
G. W. GOKEL ◽  
K. ARNOLD ◽  
T. CLEARY ◽  
C. R. FRIESE ◽  
V. GATTO ◽  
...  
Keyword(s):  
Crown Ethers ◽  
Phase Transfer ◽  
Cation Binding ◽  
Lariat Ethers ◽  
Binding Properties ◽  
Phase Transfer Catalysts

scholarly journals The Synthesis of Hydrobenzoin-Based Monoaza Crown Ethers and Their Application as Recyclable Enantioselective Catalysts

2019 ◽  
Vol 150 (4) ◽  
pp. 930-938 ◽  
Author(s):  
Tamás Nemcsok ◽  
Zsolt Rapi ◽  
Péter Bagi ◽  
Attila Oláh ◽  
György Keglevich ◽  
...  
Keyword(s):  
Crown Ethers ◽  
Phase Transfer ◽  
Asymmetric Reactions ◽  
Asymmetric Epoxidation ◽  
Salt Formation ◽  
Lariat Ethers ◽  
Chalcone Derivatives ◽  
Phase Transfer Catalysts ◽  
Mild Conditions ◽  
Enantioselective Catalysts

Abstract New recyclable monoaza-15-crown ethers have been synthesized starting from (R,R)-(+)- and (S,S)-(−)-hydrobenzoin. These macrocycles proved to be efficient and reusable phase transfer catalysts in a few asymmetric reactions under mild conditions. The asymmetric epoxidation of trans-chalcone took place with up to 81% ee, while using other chalcone derivatives, the products were formed with 68–88% ee. The hydrobenzoin-based lariat ethers were also tested in the cyclopropanation of a few electron deficient olefins using diethyl bromomalonate to afford the product with good enantioselectivities (54–75% ee). The catalysts were recovered by salt formation, followed by extraction, and were reused without the loss of the activity and effect on the enantioselectivity. Graphic Abstract The synthesis of hydrobenzoin-based monaza crown ethers and their application as recyclable enantioselective catalysts.

Synthesis of Alkyl-Substituted Crown Ethers: Efficient Phase-transfer Catalysts

Synthesis ◽  
1976 ◽  
Vol 1976 (08) ◽  
pp. 516-519 ◽  
Author(s):  
Mauro CINQUINI ◽  
Pietro TUNDO
Keyword(s):  
Crown Ethers ◽  
Phase Transfer ◽  
Phase Transfer Catalysts

Cation binding properties of poly(crown ethers) with photodimerizable groups

1985 ◽  
Vol 23 (2) ◽  
pp. 463-477 ◽  
Author(s):  
Masamitsu Shirai ◽  
Takao Orikata ◽  
Makoto Tanaka
Keyword(s):  
Crown Ethers ◽  
Cation Binding ◽  
Binding Properties
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