Aluminium triflate as catalyst for epoxide ring-opening and esterification reactions — Mechanistic aspects

2005 ◽  
Vol 83 (6-7) ◽  
pp. 854-861 ◽  
Author(s):  
Yvette M Terblans ◽  
Johannes J Huyser ◽  
Michelle Huyser ◽  
Michael J Green ◽  
Desmond A Young ◽  
...  
Keyword(s):  
Ring Opening ◽  
Epoxide Ring ◽  
Epoxide Ring Opening ◽  
Low Concentrations ◽  
Ring Opening Reactions ◽  
Ring Opening Of Epoxides ◽  
Molecular Modeling Studies ◽  
Esterification Reactions ◽  
Active Intermediates ◽  
Formation Energies

Al(CF3SO3)3 is a highly effective catalyst for the ring opening of epoxides with methanol, as well as for the esterification of carboxylic acids with alcohols. Factors that influence the rate of the ring opening of butene oxide with methanol and the esterification of acetic acid with n-propanol and ethanol were investigated. It was found that low concentrations (e.g., ~5 ppm) of Al(CF3SO3)3 catalyze the ring-opening reactions, whereas considerably higher concentrations are required for esterification reactions. Molecular modeling studies suggest that these differences can be rationalized in terms of the formation energies of the active intermediates of these reactions.Key words: epoxide, ring opening, esterification, aluminium triflate.

Polyoxometalate-modified reduced graphene oxide foam as a monolith reactor for efficient flow catalysis of epoxide ring-opening reactions

2021 ◽  
Vol 9 (13) ◽  
pp. 8480-8488
Author(s):  
Xiaoting Jing ◽  
Zhen Li ◽  
Weijie Geng ◽  
Hongjin Lv ◽  
Yingnan Chi ◽  
...  
Keyword(s):  
Graphene Oxide ◽  
Broad Spectrum ◽  
Ring Opening ◽  
Epoxide Ring ◽  
Turnover Number ◽  
Epoxide Ring Opening ◽  
Monolith Reactor ◽  
Reduced Graphene ◽  
Ring Opening Reactions ◽  
Hydrothermal Approach

A POM@rGO monolith reactor was constructed using a facile and broad-spectrum hydrothermal approach and it effectively catalyzes epoxide ring-opening reactions with 99% conversion and over 90% selectivity, reaching a turnover number (TON) of around 28 044 after 38 h catalysis.

Intramolecular Guanidine Epoxide Ring Opening Reactions.

ChemInform ◽  
2003 ◽  
Vol 34 (27) ◽  
Author(s):  
Mark Dennis ◽  
Louise M. Hall ◽  
Patrick J. Murphy ◽  
Andrew J. Thornhill ◽  
Robert Nash ◽  
...  
Keyword(s):  
Ring Opening ◽  
Epoxide Ring ◽  
Epoxide Ring Opening ◽  
Ring Opening Reactions

Active Copper Catalyzed Regioselective Ring Opening of Epoxides by Heterocyclic Amines: An Efficient Protocol for Synthesis of β-Amino Alcohols

2019 ◽  
Vol 4 (3) ◽  
pp. 194-199
Author(s):  
Santosh S. Devkate ◽  
Arvind S. Burungale ◽  
Ashok S. Pise ◽  
Sunil D. Jadhav
Keyword(s):  
Natural Products ◽  
Carbon Atom ◽  
Ring Opening ◽  
Amino Alcohols ◽  
Heterocyclic Amines ◽  
Epoxide Ring ◽  
Epoxide Ring Opening ◽  
Ring Opening Of Epoxide ◽  
Ring Opening Of Epoxides

The regioselective epoxide ring opening at less substituted carbon atom of epoxide were reported by nucleophiles like heterocyclic amines which gives well known 1,2-difunctionalized amino alcohols. These are present in many synthetic as well as natural products. The ring opening of epoxide is achieved by cleavage with amines in presence of copper(0) as a catalyst. It is observed that the lithium napthalenide reduction of copper(I) produces a highly reactive form of copper(0) that acts as a catalyst for ring opening of epoxides with an amine.

Graphene oxide as a catalyst for ring opening reactions in amine crosslinking of epoxy resins

RSC Advances ◽  
2016 ◽  
Vol 6 (28) ◽  
pp. 23858-23865 ◽  
Author(s):  
M. R. Acocella ◽  
C. Esposito Corcione ◽  
A. Giuri ◽  
M. Maggio ◽  
A. Maffezzoli ◽  
...  
Keyword(s):  
Graphene Oxide ◽  
Bisphenol A ◽  
Ring Opening ◽  
Epoxy Resins ◽  
Diglycidyl Ether ◽  
Epoxide Ring ◽  
Epoxide Ring Opening ◽  
Ring Opening Reactions

The influence of different graphite-based nanofillers on epoxide ring opening reactions, as induced by amines for diglycidyl ether of bisphenol A (DGEBA), is studied.

Green click synthesis of β-hydroxy-1,2,3-triazoles in water in the presence of a Cu(ii)–azide catalyst: a new function for Cu(ii)–azide complexes

2017 ◽  
Vol 41 (7) ◽  
pp. 2658-2667 ◽  
Author(s):  
Nader Noshiranzadeh ◽  
Marzieh Emami ◽  
Rahman Bikas ◽  
Anna Kozakiewicz
Keyword(s):  
Reaction Temperature ◽  
Ring Opening ◽  
Cycloaddition Reaction ◽  
New Method ◽  
Epoxide Ring ◽  
Epoxide Ring Opening ◽  
Ring Opening Reactions ◽  
Click Synthesis

A new method for preparing 1,2,3-triazols via a [3+2]-cycloaddition reaction is introduced. The effect of reaction temperature on the epoxide ring opening reactions is also investigated.

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