Mechanisms-Heteroaramaticity
& personance forms
-
Eratrophilic aromatic substitution
# Step
e
-P
E
I
is
I :
⑮ * S- -
>
- e t
- S
Step 1 I
fast
determining
rate.
Step
H
2
·"E
Wheland
P intermediate loss of
prote
weak-Hz0, ethano ,
Reactivity of pyrrole -
EAS
- base
A - even a
TrL S -E assisted
/ base
E
- -
En
J reactive
.
-
&
Sn> -C more
-
H
&
it E
↳ than C3
it ↓
Resonance Structures Pyrrole EAS :
at C-2
-
For i
lo Je &
·~
-
In ,
-
&
↓
-
(
& 4 N
" in it
EAS at 7-3
P
i
:
G -E ⑦
Li -
j 3)
-
-
/
- S I
-
#
D
S
In
-
N
&& -&
To
S
↳
d
- ⑤
①
a ⑦ in
i
ElectrophiliC aromatic substitution at C-2 : Nitration >
- Use ACONO with AcOHat-10 %
08 ·
O
g
G
'D
⑳in S
Agn x
o
Z ①
Tw>&H Fuh-no
N
-
oE-i
① - >
-
g
Tr
- > &
G O
& Y &
=>
H
&N
it 2-nitropyrrole
Electrophilic aromatic substitution at C -
2 :
sulfonation -
> Use Pyr Soz
-
. at 100 °
17
En
-
mild sulfonating
S & ⑰
& % agent
%
z
-
& I
I
SXo
t
&
-
"O &- -
&
I "
H ⑦ &
Y
,
& personance forms
-
Eratrophilic aromatic substitution
# Step
e
-P
E
I
is
I :
⑮ * S- -
>
- e t
- S
Step 1 I
fast
determining
rate.
Step
H
2
·"E
Wheland
P intermediate loss of
prote
weak-Hz0, ethano ,
Reactivity of pyrrole -
EAS
- base
A - even a
TrL S -E assisted
/ base
E
- -
En
J reactive
.
-
&
Sn> -C more
-
H
&
it E
↳ than C3
it ↓
Resonance Structures Pyrrole EAS :
at C-2
-
For i
lo Je &
·~
-
In ,
-
&
↓
-
(
& 4 N
" in it
EAS at 7-3
P
i
:
G -E ⑦
Li -
j 3)
-
-
/
- S I
-
#
D
S
In
-
N
&& -&
To
S
↳
d
- ⑤
①
a ⑦ in
i
ElectrophiliC aromatic substitution at C-2 : Nitration >
- Use ACONO with AcOHat-10 %
08 ·
O
g
G
'D
⑳in S
Agn x
o
Z ①
Tw>&H Fuh-no
N
-
oE-i
① - >
-
g
Tr
- > &
G O
& Y &
=>
H
&N
it 2-nitropyrrole
Electrophilic aromatic substitution at C -
2 :
sulfonation -
> Use Pyr Soz
-
. at 100 °
17
En
-
mild sulfonating
S & ⑰
& % agent
%
z
-
& I
I
SXo
t
&
-
"O &- -
&
I "
H ⑦ &
Y
,
