Addition Reactions of Maleic Anhydride to a Disilene and a Tetrasilabuta-1,3-diene:  Formation of Bi- and Tetracyclic Compounds1,2

2001 ◽  
Vol 20 (12) ◽  
pp. 2451-2453 ◽  
Author(s):  
Sven Boomgaarden ◽  
Wolfgang Saak ◽  
Manfred Weidenbruch ◽  
Heinrich Marsmann
Keyword(s):  
Maleic Anhydride ◽  
Addition Reactions

E,E- and E,Z-α-phenyl-α′-acetoxyorthoquinodimethane: steric and electronic control of cycloaddition reactions

1986 ◽  
Vol 64 (4) ◽  
pp. 793-798 ◽  
Author(s):  
James L. Charlton ◽  
Mian M. Alauddin ◽  
Glenn H. Penner
Keyword(s):  
Maleic Anhydride ◽  
Electronic Properties ◽  
Dimethyl Fumarate ◽  
Diels Alder ◽  
Addition Reactions ◽  
Cycloaddition Reactions ◽  
Electronic Control ◽  
Dimethyl Maleate ◽  
Cis And Trans ◽  
Abinitio Calculations

E,E- and E,Z-α-phenyl-α′-acetoxyorthoquinodimethanes have been prepared from the corresponding cis- and trans-1-acetoxy-3-phenyl-1,3-dihydrobenzo[c]thiophene-2,2-dioxides. The regio- and diastereoselectivity of the addition reactions with dimethyl fumarate, dimethyl maleate, maleic anhydride, and methyl crotonate have been determined. Abinitio calculations have been carried out on orthoquinodimethane and its α-phenyl and α-oxy derivatives. A correlation has been made between the steric and electronic properties of the orthoquinodimethanes and the regio- and diastereoselectivity of their Diels–Alder reactions.

2,3-DIPHENYLBUTADIENE-1,3

1939 ◽  
Vol 17b (2) ◽  
pp. 75-88 ◽  
Author(s):  
C. F. H. Allen ◽  
C. G. Eliot ◽  
A. Bell
Keyword(s):  
Maleic Anhydride ◽  
Hydrogen Bromide ◽  
Saturated Hydrocarbon ◽  
Addition Reactions ◽  
Diene Synthesis ◽  
Oxides Of Nitrogen ◽  
Dicarboxylic Ester

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.

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