Triethoxysilane-Catalyzed Single and Sequential Regioselective Hydroboration of Terminal Alkynes: Sustainable Access to E-Alkenylboronate and Alkyl Gem-Diboronate Esters by Non-Covalent Interactions
Harleen Kaur,
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Himani Ahuja,
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Rebeca Arévalo
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et al.
ACS Catalysis,
Journal Year:
2025,
Volume and Issue:
unknown, P. 976 - 981
Published: Jan. 1, 2025
Triethoxysilane
was
found
to
be
an
efficient
catalyst
for
the
synthesis
of
E-alkenyl-
and
alkyl-di-boronate
esters
by
single
sequential
hydroboration
terminal
alkynes,
respectively,
with
pinacolborane.
Mechanistic
studies
support
that
formation
diboronate
proceeds
a
double
pathway
steric
electronic
profile
at
Si
being
key
enabling
second
step.
Weak
non-covalent
interactions
involving
C≡C
or
C═C
bonds
in
alkynes
alkenylboronate
have
been
identified
as
responsible
substrate
activation
toward
addition
HBPin.
Language: Английский
Mechanistic Study of Silylacetylene Hydroboration Catalyzed by a Cobalt PN5P Pincer Complex: Catalytic Cycles Altering the Reaction Efficiency
Organometallics,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 15, 2025
Language: Английский
Renaissance in Alkyne Semihydrogenation: Mechanism, Selectivity, Functional Group Tolerance, and Applications in Organic Synthesis
Chemical Reviews,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 25, 2025
Alkenes
constitute
a
significant
class
of
chemical
compounds
with
applications
in
the
bulk,
pharmaceutical,
or
perfume
industry.
Among
known
methods
olefin
production,
semihydrogenation
C-C
triple
bond
seems
to
be
most
straightforward
one.
Nonetheless,
success
this
reaction
requires
full
control
over
diastereoselectivity,
eradication
parasitic
process
over-reduction
migration
double
formed,
and
achieving
satisfactory
functional-group
compatibility.
The
review
demonstrates
developments
field
alkyne
period
2010-2022,
selected
papers
published
2023
2024,
emphasizing
solutions
above-mentioned
limitations.
We
discuss
mechanistic
aspects
transformation,
including
those
related
unconventional
systems.
includes
examples
organic
synthesis,
confirming
considerable
utility
process.
Finally,
strategies
enhance
catalyst
selectivity
are
summarized.
For
reader's
convenience,
we
provided
graphical
guidebook
catalytic
systems,
illustrating
efficiency
particular
method.
Language: Английский
Hydroboration of Terminal Alkynes Catalyzed by a Mn(I) Alkyl PCP Pincer Complex Following Two Diverging Pathways
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
14(16), P. 12385 - 12391
Published: Aug. 5, 2024
A
stereo-
and
regioselective
Mn(I)-catalyzed
hydroboration
of
terminal
alkynes
with
pinacolborane
(HBPin)
is
described.
The
reaction
highly
Language: Английский