32. Application of the diene synthesis to terpenoid compounds. Part II. Observations on the esters derived from some maleic anhydride adducts

Author(s):  
T. F. West
1934 ◽  
Vol 11 (2) ◽  
pp. 171-179 ◽  
Author(s):  
C. F. H. Allen ◽  
L. J. Sheps

In continuation of the authors' earlier work on substances having a carbonyl bridge, it has been found that tetraphenylcyclopentadienone can be used as one of the components in the diene synthesis. Products are described resulting from the addition of maleic anhydride, maleic, fumaric, and acetylene dicarboxylic esters, and benzoyl phenylacetylene. In some instances the primary addition products containing a carbonyl bridge could be isolated. Tetraphenylbenzene derivatives result from secondary reactions. Benzalacetophenone, dibenzoyl-ethylene and diphenylketene did not add to tetraphenylcyclopentadienone.In the previously described reaction between maleic anhydride and anhydroacetonebenzil, certain intermediates have been isolated, confirming the mechanism suggested to account for the formation of a dianhydride.


1939 ◽  
Vol 17b (2) ◽  
pp. 75-88 ◽  
Author(s):  
C. F. H. Allen ◽  
C. G. Eliot ◽  
A. Bell

2,3-Diphenylbutadiene has been prepared and its behaviour in addition reactions investigated. It forms a 1,4-dibromide, a 1,4-monobromide by addition of one molecule of hydrogen bromide, is reducible to the saturated hydrocarbon, combines with oxides of nitrogen to form two isomeric dinitrobutenes, and couples with diazonium compounds. In the diene synthesis, products have been secured from maleic anhydride, acetylene dicarboxylic ester, quinone, and α-naphthoquinone. In so far as comparable reactions have been examined, 2,3-diphenylbutadiene resembles 2,3-dimethylbutadiene in the types of products formed by addition. Certain discrepancies recorded in the literature among related dibromides have been cleared up.


1987 ◽  
Vol 52 (9) ◽  
pp. 2194-2203
Author(s):  
Miloslav Kučera ◽  
Dušan Kimmer ◽  
Karla Majerová ◽  
Josef Majer

In the reaction of dianions with poly(methyl methacrylate), only an insignificant amount of insoluble crosslinked product is obtained. If, however, the concentration of grafting dianions approaches that of ester groups, the amount of poly(methyl methacrylate) which may thus be crosslinked becomes quite significant. Dications, too, can bring about crosslinking of only an insignificant number of poly(methyl methacrylate) chains. Carboxylic groups in poly(acrylic acid) react with dianions and dications in an anhydrous medium similarly to ester groups. On the other hand, in the presence of a cocatalytic amount of water dications are more readily bound to carboxylic groups, forming a covalent bond. The relatively highest efficiency was observed in the bond formation between dication and the poly[styrene-alt-(maleic anhydride)], both in an anhydrous medium and in the presence of H2O.


2012 ◽  
Vol 89 (11) ◽  
pp. 2067-2075 ◽  
Author(s):  
J. M. España ◽  
L. Sánchez-Nacher ◽  
T. Boronat ◽  
V. Fombuena ◽  
R. Balart

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