Friedel-Crafts reactions involve the use of Friedel-Crafts catalysts
to alkylate or acylate an aromatic ring - this necessitates the
formation of a carbon-carbon bond onto an aromatic ring, which
is synthetically very useful, and otherwise difficult to achieve.
The two reaction types are best dealt with separately;
Alkylation
The commonly used reagent for this is an alkyl halide (alkyl halides
are electrophilic, but not enough to react with the stable aromatic
system) activated by a Lewis Acid - like those used in halogenation.
Here is an example of the reaction mechanism;

A range of possible Lewis Acids is shown below,
in order of how effective they are in the Friedel-Crafts reaction;
SnCl4 < ZnCl2 <
TiCl3 < BF3 < FeCl3 <
AlCl3
A pitfall of this mechanism is that rearrangement
of the alkyl group can often occur, if a more stable carbocationic
structure is available - suggesting that the polarisation of the
alkyl halide is such that the alkyl part does have carbocationic
character. This is a thermodynamic phenomenon (the notion of something
being more 'stable' is a thermodynamic one), so under thermodynamic
conditions (higher temperature) more rearrangement will occur.
An example of the possible rearrangement is shown here;

Another thing to be wary of is that aromatic rings
that are electron deficient (i.e. have EWGs attached) are deactivated
to this and all kinds of electrophilic reactions - so for example
nitrobenzene will not Friedel-Crafts alkylate.
Acylation
Acylation is the addition of a carbonyl group to an aromatic ring
- usually to form a ketone. The reagent of choice is an acid halide
(see here), activated (even a molecule
as reactive as an acid halide needs to be activated in order for
it to react with an aromatic ring!) using the same Lewis Acids
as alkylation;

|