Search results
Results From The WOW.Com Content Network
Diagram showing the ortho, meta and para positions relative to a substituent X on a benzene ring. Electron donating groups are typically divided into three levels of activating ability (The "extreme" category can be seen as "strong".)
The ortho effect also occurs when a meta-directing group is positioned in a meta arrangement relative to an ortho–para-directing group, a new substituent introduced into the molecule tends to preferentially occupy the ortho position relative to the meta-directing group rather than the para position.
Groups with unshared pairs of electrons, such as the amino group of aniline, are strongly activating (some time deactivating also in case of halides) and ortho/para-directing by resonance. Such activating groups donate those unshared electrons to the pi system, creating a negative charge on the ortho and para positions. These positions are thus ...
Directed ortho metalation (DoM) is an adaptation of electrophilic aromatic substitution in which electrophiles attach themselves exclusively to the ortho-position of a direct metalation group or DMG through the intermediary of an aryllithium compound. [1] The DMG interacts with lithium through a hetero atom.
The ortho to para selectivity is low: [7] No reaction takes place when the solvent is replaced by tetrachloromethane. In contrast, when the reactant is 2-phenylethylamine, it is possible to employ relatively apolar solvents with exclusive ortho-regioselectivity due to the intermediate formation of a chloramine, enabling the Intramolecular reaction.
In organic chemistry, a directing group (DG) is a substituent on a molecule or ion that facilitates reactions by interacting with a reagent.The term is usually applied to C–H activation of hydrocarbons, where it is defined as a "coordinating moiety (an 'internal ligand'), which directs a metal catalyst into the proximity of a certain C–H bond."
Because electron donating groups are both ortho and para directors, separation of these isomers is a common problem in synthetic chemistry. Several methods exist in order to separate these isomers: Column chromatography will often separate these isomers, as the ortho is more polar than the para in general.
Substrates containing two phenols (or an aniline and a phenol; see equation (8) below for a related example), undergo oxidative coupling in the presence of hypervalent iodine(III) reagents. Coupling of both the ortho and para positions is possible; however, the use of bulky silyl-protected phenols provides complete selectivity for para coupling ...