Synthesis of Novel Fluorescent 3-Pyrrolyl BODIPYs and Their Derivatives
Tetrahedron Chem,
Journal Year:
2025,
Volume and Issue:
unknown, P. 100121 - 100121
Published: Jan. 1, 2025
Language: Английский
Synthesis and Properties of Covalently Linked Fluorescent Tetrads Containing Two BODIPYs and Two 3‐Pyrrolyl BODIPYs
Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 13, 2024
Abstract
Two
covalently
linked
fluorescent
tetrads
containing
two
BODIPY
units
and
3‐pyrrolyl
have
been
synthesized
over
a
sequence
of
steps
starting
with
bis(3‐pyrrolyl
BODIPY)
as
the
key
precursor.
Both
6
7
were
confirmed
by
HR‐MS
characterized
studied
1D
2D
NMR,
absorption,
cyclic
voltammetry,
steady
state
time‐resolved
fluorescence
techniques,
also
DFT
TD‐DFT
methods.
The
tetrad
exhibited
one
strong
absorption
band
at
680
nm
whereas
showed
bands
510
648
corresponding
to
respectively
was
bathochromically
shifted
due
effective
π‐conjugation
in
compared
.
electrochemical
studies
revealed
that
exhibit
only
reductions
indicating
their
electron
deficient
nature.
invoked
possibility
singlet‐singlet
energy
transfer
from
upon
selective
excitation
unit.
In
this
tetrad,
unit
acts
an
donor
acceptor.
theoretical
corroborated
experimental
results.
Group
webpage:
https://ravikanthlab.wixsite.com/mysite/
Language: Английский
Synthesis, Structure, Spectral and Electrochemical Properties of 5,6,7,9,10,11‐Hexaaryl Substituted Meso‐(p‐Tolyl) 3‐Pyrrolyl BODIPYs
European Journal of Inorganic Chemistry,
Journal Year:
2024,
Volume and Issue:
28(4)
Published: Dec. 23, 2024
Abstract
Hexabrominated
meso
‐(
p
‐tolyl)
3‐pyrrolyl
BODIPY
was
regioselectively
synthesized
by
treating
with
eight
equivalents
of
Br
2
in
CH
Cl
under
inert
atmosphere
at
room
temperature.
Five
different
5,6,7,9,10,11‐hexaarylated
BODIPYs
were
5,6,7,9,10,11‐hexabromo
various
boronic
acids
Suzuki
coupling
conditions.
The
X‐ray
structure
obtained
for
hexabromo
and
hexaarylated
showed
slightly
distorted
structures.
Absorption
spectral
studies
revealed
that
the
absorption
bands
bathochromically
shifted
compared
to
BODIPY.
less
fluorescent
due
presence
heavy
halogens
whereas
emits
moderately
region
687–736
nm
quantum
yields
range
0.18–0.30
singlet
state
lifetimes
2.99–4.50
ns
range.
electrochemical
hexabrominated
undergo
easier
reduction
one
reversible/quasi‐reversible
oxidation
reversible
their
redox
behaviour
depends
on
type
electron
donating
or
withdrawing
substituents
present
pyrrole
carbons.
DFT/TD‐DFT
agreement
experimental
results.
Group
webpage:
https://ravikanthlab.wixsite.com/mysite/
Language: Английский