Inquiring to understand the efficacy of intramolecular Friedel-Craft like reaction on stability on the ring structures with =o, c=o bonds.
Keen to know if ring structures are challenged
- solely based on specific species of Lewis acid used in reaction acting as electrophiles or
- based on the changes in the pH (by any acid) that corresponds to pKa dependent stability of the core-structure (as shown in the rough sketch below).
- or as a combination of both? (with the reasoning that in FC, as species like Al3+ may not just remain spectators... but catalysts)
AlCl3 is a Lewis acid. In Friedel-Craft reaction, purpose of AlCl3 is to produce electrophile, which later adds to benzene nucleus. This electrophilic aromatic substitution allows the synthesis of monoacylated products from the reaction between arenes and acyl chlorides or anhydrides. The products are deactivated and do not undergo a second substitution. Normally, a stoichiometric amount of the Lewis acid catalyst is required for both the substrate and the product form complexes. AlCl3 (and other Lewis acids like it) will coordinate to halogens, and facilitate the breaking of these bonds. In doing so, it increases the electrophilicity of its binding partner, making it much more reactive.
LaCl3 and FeCl3 are mild Lewis Acid. According Lewis Acid, the more deficient of electron to complete octate, the more acidic in strength. AlCl3 have vacant orbital to fulfil octate, where as FeCl3 have already octate form so AlCl3 is more acidic than FeCl3. What about LaCl3?
Can the Lewis dot structure be shown for LaCl3 as an electrophile in this reaction? (it's important in this context)
Can FeCl3, LaCl3 substitute AlCl3 in above Friedel-Craft reaction?
What impact can Friedel-Craft have on the following reversible reaction? If FC doesn't apply to it, then on what account AlCl3(aq) Lewis acid (electrophile) can result in it?