Journal ArticleDOI
Mechanism of acid-catalysed reduction of aromatic aldehydes and p-benzoquinone derivatives by an NADH model compound
TLDR
In this paper, a series of aromatic aldehydes have successfully been reduced by N-methylacridan AcH2 in the presence of perchloric acid (HClO4) in a mixture of acetonitrile and acetic acid (MeCN/MeCOOH, 4:1 v v ) at 323 K.About:
This article is published in Tetrahedron.The article was published on 1986-01-01. It has received 42 citations till now. The article focuses on the topics: Reaction mechanism & Acid catalysis.read more
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Asymmetric organocatalytic reductions mediated by dihydropyridines
TL;DR: Inspired by the myriad efficient enzyme-catalysed reduction reactions routine in biological systems, chemists have recently begun to design chiral metal-free organocatalysts that employ synthetic dihydropyridine NADH analogues as the hydride source with impressive results.
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The coordination chemistry of organo-hydride donors: new prospects for efficient multi-electron reduction
TL;DR: New prospects are identified for metal-organo-hydride systems as catalysts for organic transformations involving 'hydride-borrowing' and for sustainable multi-electron reductions of unsaturated organic and inorganic substrates directly driven by electricity or light or by renewable reductants such as formate/formic acid.
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Reduction of CO2 to methanol catalyzed by a biomimetic organo-hydride produced from pyridine.
TL;DR: In particular, it is predicted that the PyH2/Py redox couple is kinetically and thermodynamically competent in catalytically effecting hydride and proton transfers to CO2 and its two succeeding intermediates, namely, formic acid and formaldehyde, to ultimately form CH3OH.
Journal ArticleDOI
Energetics of Multistep versus One-step Hydride Transfer Reactions of Reduced Nicotinamide Adenine Dinucleotide (NADH) Models with Organic Cations and p-Quinones.
TL;DR: Practical guidelines suggest that a mutistep mechanism would be followed if the energy gap of the initial electron transfer between the NADH model compound and the reducing substrate is considerably smaller than the empirical critical limit of 1.0 V for an endothermic e(-)(T).
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Brønsted Acid-Promoted C–H Bond Cleavage via Electron Transfer from Toluene Derivatives to a Protonated Nonheme Iron(IV)-Oxo Complex with No Kinetic Isotope Effect
TL;DR: The detailed kinetic analysis in light of the Marcus theory of electron transfer has revealed that the acid-promoted C-H bond cleavage proceeds via the rate-determining electron transfer from toluene derivatives to [(N4Py)Fe(IV)(OH)](3+) through formation of strong precursor complexes between toLUene derivatives and [(N 4Py) Fe(IV)[OH](3+).
References
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Chemical and Electrochemical Electron-Transfer Theory
TL;DR: In this article, a review of electron transfer reactions is presented, focusing on the absence of bond rupture in the reaction step, which is a unique feature of purely electron-transfer reactions.
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Theoretical relations among rate constants, barriers, and Broensted slopes of chemical reactions
TL;DR: In this paper, a simple relation, ΔF* = (λ(1 + Δ/λ)^2)/4, was explored in a slightly modified version for reactions with considerable resonance splitting, such as atom transfers, proton transfers, and strong-overlap electron transfers.
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Recent advances in the chemistry of dihydropyridines
David M. Stout,Albert I. Meyers +1 more
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On the theory of oxidation—Reduction reactions involving electron transfer. V. Comparison and properties of electrochemical and chemical rate constants
TL;DR: In this paper, a theory of electron transfers is used to deduce relations between electrochemical and related chemical rate constants and compared with the experimental data, and a correlation is found, without the use of arbitrary parameters effects of weak complexes with added electrolytes.