Benzoylation of Arenes Using Envirocat EPZG® Catalyst and Microwave Irradiation

2000 ◽  
Vol 65 (5) ◽  
pp. 644-650 ◽  
Author(s):  
Eva Veverková ◽  
Battsengel Gotov ◽  
Róbert Mitterpach ◽  
Štefan Toma

Benzoylations of several benzene, naphthalene and thiophene derivatives with benzoyl chloride or benzoic anhydride, catalyzed with EPZG® catalyst and in the absence of solvents were studied under microwave irradiation (MWI). Reasonable to good yields of products were achieved in short times.

2011 ◽  
Vol 41 (19) ◽  
pp. 2811-2821 ◽  
Author(s):  
A. A. Abdalha ◽  
M. K. Abou El-Regal ◽  
M. A. El-Kassaby ◽  
A. T. Ali

2006 ◽  
Vol 10 (11) ◽  
pp. 1253-1258 ◽  
Author(s):  
Ahmad Shaabani ◽  
Ali Maleki

Metal-free phthalocyanine derivatives have been synthesized in very short times with high yields in the presence of 1,1,3,3-tetramethylguanidinium trifluoroacetate (TMGT) as an ionic liquid or tetrabutylammonium bromide (TBAB) as a phase transfer reagent under both classical heating conditions and using microwave irradiation. The best results were obtained with ionic liquid. Both the ionic liquid and phase transfer reagent can be recycled for subsequent reactions and reused without appreciable loss of efficiency.


2019 ◽  
Vol 14 (12) ◽  
pp. 55
Author(s):  
Nguyễn Duy Khôi ◽  
Nguyễn Thanh Bình ◽  
Phan Thị Hoàng Oanh

The synthesis of Fe-MIL-101 material with the presence of H2BDC linker and iron (III) chloride achieving remarkable success is a result of solvothermal method. Catalytic activity works on the Friedel-Crafts benzoylation reaction of aromatic compounds and benzoyl chloride. In addition, Fe-MIL-101 is a heterogeneous catalyst which succeeds in not only shortening duration in a significant amount, but also increasing conversion with the assistance of the microwave irradiation compared with the conventional heating. Fe-MIL-101 would be a very potential alternative in place of unfavourable and dated iron (III) chloride homogeneous catalyst, due to its thermal stability, moreover, it can be recovered and reused after aqueous work-up.


ChemInform ◽  
2007 ◽  
Vol 38 (52) ◽  
Author(s):  
Daniela de Luna Martins ◽  
Heiddy M. Alvarez ◽  
Lucia C. S. Aguiar ◽  
O. A. C. Antunes

To understand deeply the process of acylation of natural polyphenol gossypol, its stepwise benzoylation was performed using benzoyl chloride and benzoic anhydride as acylating agents in the presence of pyridine-N-oxides. The influence of the composition of a reaction mixture on the benzoylation process and reaction products was analyzed by the method of reversed-phase high-performance liquid chromatography. It was established that benzoylation of gossypol leads to the tautomeric transition of the respective fragment from aldehyde to lactol tautomeric form. This transition is most likely due to the breaking of the hydrogen bond C(7)–OHO=C(11) in combination with the displacement of the aldehyde group by the benzoyl fragment from the naphthyl ring plane (in the case of benzoylation of C(7)–OH group); benzoylation of C(6)–OH group is accompanied by the breaking of the hydrogen bond C(6)–OHO–C(7). These changes of configuration significantly facilitate the proton transfer from the C(1)–OH group to oxygen at C(11) followed by the formation of the lactol cycle. The use of benzoyl chloride as an acylating agent in combination with triethylamine and 4-methoxypyridine-N-oxide allows benzoylating gossypol quickly. However, the variety of formed benzoates is quite large because of the similar reactivity of different hydroxyl groups. In the case of benzoic anhydride, the number of isomeric gossypol benzoates remains quite high. Much more esters with higher retention time are accumulated due to a higher degree of benzoylation.


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