scholarly journals Assessing the pKa -Dependent Activity of Hydroxyl Hydrogen Bond Donors in the Organocatalyzed Cycloaddition of Carbon Dioxide to Epoxides: Experimental and Theoretical Study

2018 ◽  
Vol 361 (2) ◽  
pp. 366-373 ◽  
Author(s):  
Prapussorn Yingcharoen ◽  
Chutima Kongtes ◽  
Sunatda Arayachukiat ◽  
Kittipong Suvarnapunya ◽  
Sai V. C. Vummaleti ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Theoretical Study ◽  
Dependent Activity ◽  
Hydroxyl Hydrogen ◽  
Hydrogen Bond Donors

Pyridine-bridged bifunctional organocatalysts for the synthesis of cyclic carbonates from carbon dioxide

2019 ◽  
Vol 43 (7-8) ◽  
pp. 248-256
Author(s):  
Quan-Yao Liu ◽  
Lei Shi ◽  
Ning Liu
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Cycloaddition Reaction ◽  
Carboxyl Groups ◽  
Cyclic Carbonates ◽  
Reaction Conditions ◽  
Halide Anions ◽  
Simple Filtration ◽  
Hydrogen Bond Donors

Hydroxyl- and carboxyl-functionalized imidazolium halides are used as efficient bifunctional organocatalysts for the synthesis of cyclic carbonates from CO2 and epoxides under mild reaction conditions. Control experiments suggest that the cycloaddition reaction is realized by the combination of the nucleophilic halide anions with hydroxyl and carboxyl groups as hydrogen bond donors. Moreover, the bifunctional organocatalysts can be easily recycled five times by simple filtration; however, a loss of activity was observed.

Intertwined chemistry of hydroxyl hydrogen-bond donors, epoxides and isocyanates in the organocatalytic synthesis of oxazolidinones versus isocyanurates: rational catalytic investigation and mechanistic understanding

2020 ◽  
Vol 10 (16) ◽  
pp. 5544-5558
Author(s):  
Prapussorn Yingcharoen ◽  
Wuttichai Natongchai ◽  
Albert Poater ◽  
Valerio D' Elia
Keyword(s):  
Hydrogen Bond ◽  
Mechanistic Understanding ◽  
Hydroxyl Hydrogen ◽  
Hydrogen Bond Donors

The efficiency and chemoselectivity of the cycloaddition of isocyanates to epoxides to afford oxazolidinones were investigated using hydroxyl hydrogen-bond donors as organocatalysts.

Organocatalytic promoted coupling of carbon dioxide with epoxides: a rational investigation of the cocatalytic activity of various hydrogen bond donors

2015 ◽  
Vol 5 (9) ◽  
pp. 4636-4643 ◽  
Author(s):  
M. Alves ◽  
B. Grignard ◽  
S. Gennen ◽  
R. Mereau ◽  
C. Detrembleur ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Cyclic Carbonates ◽  
Mild Conditions ◽  
Hydrogen Bond Donors

A rational investigation of the cocatalytic activity of a series of commercially available hydrogen bond donors (HBDs) for the synthesis of cyclic carbonates from CO2 and epoxides under mild conditions.

Theoretical Study of Dihydrogen Bonds between (XH)2, X = Li, Na, BeH, and MgH, and Weak Hydrogen Bond Donors (HCN, HNC, and HCCH)

2006 ◽  
Vol 110 (34) ◽  
pp. 10279-10286 ◽  
Author(s):  
Ibon Alkorta ◽  
Krzysztof Zborowski ◽  
Jose Elguero ◽  
Mohammad Solimannejad
Keyword(s):  
Hydrogen Bond ◽  
Theoretical Study ◽  
Weak Hydrogen Bond ◽  
Dihydrogen Bonds ◽  
Hydrogen Bond Donors

A Theoretical Study of Correlation between Hydrogen-Bond Stability andJ-Coupling through a Hydrogen Bond

2003 ◽  
Vol 86 (10) ◽  
pp. 3265-3273 ◽  
Author(s):  
Shun-ichi Kawahara ◽  
Chojiro Kojima ◽  
Kazunari Taira ◽  
Tadafumi Uchimaru
Keyword(s):  
Hydrogen Bond ◽  
Theoretical Study ◽  
Bond Stability
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