00:00
These effects of electron withdrawing
and electron donation can be felt through
bonds and also through space.
00:08
So let’s take a look at the simple example
I’ve shown here where we have a chlorine
attached directly to a carbon and, because
chlorine is in Group 7 and is more electronegative
than the carbon, it pulls electron density
away from that carbon in that covalent bond
thus rendering the carbon in this case slightly
positive, or delta positive, and the chlorine
slightly negative, or delta negative.
00:37
Something that you’ll come across over the
course of any additional lectures that you
may do, or indeed any organic chemistry that
you may read about, is the abbreviation of
molecules. Sometimes when we’re only looking
at one particular part of the structure we
want to discount the rest of it. And this
is where the green squiggle line comes into
play. The green squiggle indicates that, whilst
we acknowledge that there’s another part
to this molecule, it’s largely irrelevant
to what we are trying to explain.
01:09
So you’ll also notice that there is an orange
arrow between the carbon and the chlorine
in the case of this sigma bond. This shows
the idea of electrons being pulled along that
bond from the carbon to the chlorine. And
it’s often used to explain why you observe
certain effects in chemistry. If on the other
hand we were looking at something which was
more electropositive than the carbon – or
less electronegative depending on which way
you want to talk about this – the arrow
in orange shows electrons movement or an inductive
effect pushing electrons along that bond from
the magnesium to the carbon. This is actually
known as a Grignard reagent and we will come
onto that perhaps later on. But this renders
the carbon delta negative and, in this case,
the magnesium delta positive.
02:02
So electron-donating and withdrawing groups:
there are a number of them. And so I’m just
going to briefly introduce those here.
02:14
We have NR-, O-, S-, CO2-, alkyl,
MgBr and other metals as well. And usually
when you’re talking about electro donation,
the nomenclature is ‘+I.’ So you put electrons
in and it is inductive. So therefore it is
’+I.’ Electron-withdrawing groups on the
other hand are represented by the term '-I.’
Again ’I’ being inductive, ‘-‘pulling
electrons out.
02:48
And, as you can see, there’s a wide variety
of these. At this stage, I’m not going to
go through all of them but I’m just going
to point out that where you have for example
fluorine, chlorine, bromine and iodine, you
should be aware of course that they are quite
electronegative atoms. And it would be expected
that they would be able to polarise a bond,
for example, with carbon.
03:13
The other ones as we see – or will see – are
very important in the context of a wide variety
of different reactions not just in terms of
synthesis but interactions with certain receptors
and key biological targets.