For normal demand Diels-Alder scenarios, with electron-withdrawing substituents such as carbonyls attached to the dienophile, the " endo " transition state is typically preferred, despite often being more sterically congested.
42.
A second table shows how electron richness in the dienophiles affects the rate of reaction with a very electron poor diene, namely hexachlorocyclopentadiene . The more electron rich the dienophile is, the higher the rate of the reaction will be.
43.
The photoredox case, since it takes place by a different mechanism than the thermal Diels Alder reaction, allows cycloaddition between an electron-rich diene and an electron-rich dienophile, allowing access to new classes of Diels Alder adducts.
44.
Anthracene, being less aromatic ( and therefore more reactive for Diels-Alder syntheses ) in its central ring can form a 9, 10 adduct with maleic anhydride at 80 degrees Celsius and even with acetylene, a weak dienophile, at 250 degrees.
45.
It is well established that the diene can only enter in a cycloaddition reaction with a dienophile in the "'cisoid "'form and the rate of the reaction with the open chain dienes depends on the equilibrium proportions of the cisoid / transoid conformers.
46.
If the two geminal substituents are both aromatic rings with different substituents tuning the electron density, the differentiation of the facial selectivity is also facile where the dienophile approaches to the diene anti to the more electron-rich C C bond where the stereoelectronic effect in this case is similar to the previous one.
47.
The normal electronic demand for the Diels Alder reaction calls for an electron-rich diene to react with an electron-poor olefin ( or " dienophile " ), while the inverse electron-demand Diels Alder reaction takes place between the opposite case of an electron-poor diene and a very electron-rich dienophile.
48.
The normal electronic demand for the Diels Alder reaction calls for an electron-rich diene to react with an electron-poor olefin ( or " dienophile " ), while the inverse electron-demand Diels Alder reaction takes place between the opposite case of an electron-poor diene and a very electron-rich dienophile.
49.
""'N "-Sulfinylaniline "'is the organosulfur compound with the formula C 6 H 5 NSO . It is a straw-colored liquid that is classified as a heterocumulene, being closely related to sulfur dioxide . as well as sulfur diimide, it is a dienophile and a ligand in organometallic chemistry.
50.
"' 1, 2, 3, 4-Tetraphenylnaphthalene "'is a polycyclic aromatic hydrocarbon commonly prepared in the undergraduate teaching laboratory as an introduction to the Diels-Alder reaction, in this case between benzyne, which acts as the dienophile, ( generated " in situ " ) and tetraphenylcyclopentadienone, which acts as the diene.
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