Iodine(III)‐Aluminum or ‐Ammonium Salts for the Oxidative Aromatic Inorganic Functionalization
ChemistrySelect,
Год журнала:
2023,
Номер
8(47)
Опубликована: Дек. 13, 2023
Abstract
Strategies
for
introducing
halogens
and
other
inorganic
groups
in
aromatic
systems,
usually
involve
non‐general
strong
oxidative
protocols
which
resulted
poor
functional
group
compatibility.
Iodine(III)
reagents
have
emerged
as
an
excellent
alternative
the
functionalization
due
to
their
low
toxicity
character.
In
this
context,
synergistic
combination
of
different
iodine(III)
aluminum
or
ammonium
salts
including
AlCl
3
,
AlBr
Al(NO
)
NH
4
Cl,
Br
I
recently
demonstrated
a
great
versatility
chlorine,
bromine,
iodine
nitro
mainly
phenols,
anilines
some
heterocycles.
Using
these
common
salts,
anions
are
softly
oxidated
by
reagents,
allowing
situ
formation
non‐described
halogenating
nitrating
species
consequence,
introduction
under
umpolung
reactivity
chemical
electrophilic
synthons.
Язык: Английский
Electrophilic substitution reactions of thiophene and thieno[2,3-b]thiophene heterocycles: a DFT study
Pure and Applied Chemistry,
Год журнала:
2023,
Номер
95(7), С. 799 - 807
Опубликована: Июнь 2, 2023
Abstract
We
determined
the
most
preferred
site
for
electrophilic
aromatic
substitution
(S
E
Ar)
reactions
of
thiophene
1
and
thieno[2,3-
b
]thiophene
2
using
N
-chlorosuccinimide
electrophile
in
gas
phase
acetic
acid.
The
B3LYP/6-311G(d),
B3LYP-D3/6-311G(d)
M06-2X/6-311G(d)
methods
were
employed
to
investigate
S
Ar
reaction
mechanisms.
found
that,
compared
β-carbon
atom,
α-carbon
atom
both
is
attack
kinetically
thermodynamically.
Язык: Английский