In our discussion of inductive
and mesomeric
effects, we have covered the concept that certain groups donate
or withdraw electrons. This has the effect of making areas
of molecules electron rich or poor, and this in turn will clearly
influence their reactivity with other molecules.
An example of an electron rich molecule is the phenoxide
ion shown above. Clearly, this is most likely to react with
positively charged species or species with areas of electron deficiency.
A similar example to this is the sulphonation of benzene
(also electron rich):
Reagents such as sulphur trioxide which tend to react
with species at areas of high electron density are called
electrophiles.
An electrophile is something that is "electron-loving"
and therefore has itself an electron deficiency:
Here, the sulphur atom is clearly electron deficient,
as it is surrounded by three inductively withdrawing, more electronegative
oxygen atoms.
The counterpart of the electrophile is the nucleophile,
which we will discuss next.
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