THE STERIC EFFECT ON AN ADDITION REACTION OF α-HYDROXYALKYL RADICAL TO DIETHYL MALEATE AND DIETHYL FUMARATE

1972 ◽  
Vol 1 (5) ◽  
pp. 405-408
Author(s):  
Masao Tokuda ◽  
Vo Van Chung ◽  
Akira Suzuki ◽  
Mitsuomi Itoh
Keyword(s):  
Steric Effect ◽  
Addition Reaction ◽  
Diethyl Maleate ◽  
Hydroxyalkyl Radical

scholarly journals Pulsed-Laser Induced Chain Addition Reaction of Butanal to Diethyl Maleate

1994 ◽  
Vol 15 (1) ◽  
pp. 55-59 ◽  
Author(s):  
R. Stringat ◽  
G. Fabre ◽  
M. Alessandri ◽  
R. Fellous
Keyword(s):  
Quantum Yield ◽  
Light Intensity ◽  
Addition Reaction ◽  
Pulsed Laser ◽  
Diethyl Maleate ◽  
Mercury Lamp ◽  
Chain Mechanism ◽  
Acyl Radical ◽  
Yag Laser ◽  
A Chain

By irradiation of a 5/1 mixture of butanal and diethyl maleate with a pulsed Nd-YAG laser (10 Hz, 13 ns), frequency tripled (λ = 355 nm), diethyl butanoyl succinate is formed by addition. The quantum yield is greater than 1 which means that a chain mechanism occurs which was not the case in previous studies with a mercury lamp. The quantum yield is a function of light intensity and can reach 280 in the range explored (I = 3020 to I = 0.303 KW.cm-2). The excited aldehyde produces the two radicals nPr-ĊHOH and nPr—ĊO. The nucleophilic acyl radical reacts on the diethyl maleate to form an intermediary radical which givs the adduct and a new acyl radical in the presence of an aldehyde molecule. The second radical nPr—ĊHOH captures a hydrogen from the aldehyde producing another acyl radical and butanol.

Pulsed-laser induced chain addition reaction of pentanal to diethyl maleate

1992 ◽  
Vol 33 (30) ◽  
pp. 4303-4306 ◽  
Author(s):  
R Stringat ◽  
G Fabre ◽  
R Fellous ◽  
P Paquet
Keyword(s):  
Addition Reaction ◽  
Pulsed Laser ◽  
Diethyl Maleate

Cupin Variants as Macromolecular Ligand Library for Stereoselective Michael Addition of Nitroalkanes

2019 ◽  
Author(s):  
Nobutaka Fujieda ◽  
Miho Yuasa ◽  
Yosuke Nishikawa ◽  
Genji Kurisu ◽  
Shinobu Itoh ◽  
...  
Keyword(s):  
Michael Addition ◽  
In Silico ◽  
Addition Reaction ◽  
Single Point ◽  
Point Mutations ◽  
Unsaturated Ketone ◽  
Michael Addition Reaction ◽  
Beta Barrel ◽  
Cupin Superfamily ◽  
Single Point Mutations

Cupin superfamily proteins (TM1459) work as a macromolecular ligand framework with a double-stranded beta-barrel structure ligating to a Cu ion through histidine side chains. Variegating the first coordination sphere of TM1459 revealed that H52A and H54A/H58A mutants effectively catalyzed the diastereo- and enantio-selective Michael addition reaction of nitroalkanes to an α,β-unsaturated ketone. Moreover, in silico substrate docking signified C106N and F104W single-point mutations, which inverted the diastereoselectivity of H52A and further improved the stereoselectivity of H54A/H58A, respectively.

Metal Doped-C3N4/Fe2O4: Efficient and Versatile Heterogenous Catalysts for Organic Transformations

2019 ◽  
Vol 23 (12) ◽  
pp. 1284-1306
Author(s):  
Vijai K. Rai ◽  
Fooleswar Verma ◽  
Suhasini Mahata ◽  
Smita R. Bhardiya ◽  
Manorama Singh ◽  
...  
Keyword(s):  
Ring Opening ◽  
Carbon Nitride ◽  
Addition Reaction ◽  
High Surface ◽  
Graphitic Carbon ◽  
Graphitic Carbon Nitride ◽  
Organic Transformations ◽  
Reduction Reactions ◽  
Activation Reaction ◽  
Metal Doped

The polymeric graphitic carbon nitride (g-C3N4) has been one of the interesting earth abundant elements. Though g-C3N4 finds application as a photocatalyst, its photocatalytic behaviour is limited because of low efficiency, mainly due to rapid charge recombination. To overcome this problem, several strategies have been developed including doping of metal/non-metal in the cavity of g-C3N4. Moreover, the CoFe2O4 NPs have been used in many organic transformations because of its high surface area and easy separation due to its magnetic nature. This review describes the role of cobalt ferrite as magnetic nanoparticles and metal-doped carbon nitride as efficient heterogeneous catalysts for new carbon-carbon and carbon-hetero atom bond formation followed by heterocyclization. Reactions which involved new catalysts for selective activation of readily available substrates has been reported herein. Since nanoparticles enhance the reactivity of catalyst due to higher catalytic area, they have been employed in various reactions such as addition reaction, C-H activation reaction, coupling reaction, cyclo-addition reaction, multi-component reaction, ring-opening reaction, oxidation reaction and reduction reactions etc. The driving force for choosing this topic is based-on huge number of good publications including different types of spinels/metal doped-/graphitic carbon nitride reported in the literature and due to interest of synthetic community in recent years. This review certainly will represent the present status in organic transformation and for exploring further their catalytic efficiency to new organic transformations involving C-H activation reaction through coupling, cyclo-addition, multi-component, ring-opening, oxidation and reduction reactions.

New type of addition to 5-substituted 4-arylidene-2-(4,5-dihydrofurfurylidene)-N,N-dimethyliminium bisperchlorates. Preparation of 4-substituted 5-(N,N-dimethylamino)-2-furancarbaldehydes

1986 ◽  
Vol 51 (3) ◽  
pp. 573-580 ◽  
Author(s):  
Tibor Gracza ◽  
Zdeněk Arnold ◽  
Jaroslav Kováč
Keyword(s):  
Nmr Spectra ◽  
Addition Reaction ◽  
H Nmr ◽  
Organic Bases ◽  
New Type

4-Arilidene-5-(N,N-dimethyliminium)-2-(4,5-dihydrofurfurylidene)-N,N-dimethyliminium bisperchlorate I undergoes a 1,4-addition reaction with organic bases under re-formation of the furan nucleus; this behaviour has been utilized in the preparation of new 4-substituted 5-(N,N-dimethylamino)-2-furancarbaldehydes II, III. The structure of the prepared compounds has been confirmed by 13C and 1H NMR spectra.

scholarly journals Differential steric effects in the inelastic scattering of NO(X) + Ar: spin–orbit changing transitions

2019 ◽  
Vol 21 (26) ◽  
pp. 14173-14185 ◽  
Author(s):  
M. Brouard ◽  
S. D. S. Gordon ◽  
B. Nichols ◽  
V. Walpole ◽  
F. J. Aoiz ◽  
...  
Keyword(s):  
Inelastic Scattering ◽  
Steric Effect ◽  
Steric Effects ◽  
Spin Orbit ◽  
First Time

The differential steric effect for spin–orbit changing collisions of NO with Ar is determined for the first time.

scholarly journals Synthesis and Antiproliferative Evaluation of 2-Deoxy-N-glycosylbenzotriazoles/imidazoles

Molecules ◽  
2021 ◽  
Vol 26 (12) ◽  
pp. 3742
Author(s):  
Caleigh S. Garton ◽  
Noelle K. DeRose ◽  
Dylan Dominguez ◽  
Maria L. Turbi-Henderson ◽  
Ashley L. Lehr ◽  
...  
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Addition Reaction ◽  
Protecting Group ◽  
Human Breast ◽  
Lung Cancer Cell ◽  
Subsequent Removal ◽  
Anticancer Properties ◽  
Tributyltin Hydride ◽  
High Yields

A series of 2-deoxy-2-iodo-α-d-mannopyranosylbenzotriazoles was synthesized using the benzyl, 4,6-benzylidene and acetyl protected D-glucal in the presence of N-iodosuccinimide (NIS). Subsequent removal of the iodine at the C-2 position using tributyltin hydride under free radical conditions afforded the 2-deoxy-α-d-glucopyranosylbenzotriazoles in moderate to high yields. This method was extended to the preparation of substituted 2-deoxy-β-d-glucopyranosylimidazoles as well. The stereoselectivity of the addition reaction and the effect of the protecting group and temperature on anomer distribution of the benzotriazole series were also investigated. The anticancer properties of the newly synthesized compounds were evaluated in a series of viability studies using HeLa (human cervical adenocarcinoma), human breast and lung cancer cell lines. The N-[3,4,6-tri-O-benzyl-2-deoxy-α-d-glucopyranosyl]-1H-benzotriazole and the N-[3,4,6-tri-O-acetyl-2-deoxy-α-d-glucopyranosyl]-2H-benzotriazole were found to be the most potent cancer cell inhibitors at 20 µM concentrations across all four cell lines.

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