Reaction Pathway of Methylenation of Carbonyl Compounds with Bis(iodozincio)methane

2010 ◽  
Vol 132 (49) ◽  
pp. 17452-17458 ◽  
Author(s):  
Mutsumi Sada ◽  
Shinsuke Komagawa ◽  
Masanobu Uchiyama ◽  
Masami Kobata ◽  
Tsuyoshi Mizuno ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Reaction Pathway

Phosphonic Acid Modified ZnO Nanowire Sensors: Directing Reaction Pathway of Volatile Carbonyl Compounds

2020 ◽  
Vol 12 (39) ◽  
pp. 44265-44272
Author(s):  
Chen Wang ◽  
Takuro Hosomi ◽  
Kazuki Nagashima ◽  
Tsunaki Takahashi ◽  
Guozhu Zhang ◽  
...  
Keyword(s):  
Phosphonic Acid ◽  
Carbonyl Compounds ◽  
Reaction Pathway ◽  
Zno Nanowire ◽  
Nanowire Sensors

Platinum-catalysed intermolecular addition of carbonyl compounds to 1,6-enynes: investigation of a new reaction pathway

2016 ◽  
Vol 45 (34) ◽  
pp. 13294-13299 ◽  
Author(s):  
Kévin Fourmy ◽  
Mohamed El Louz ◽  
Sonia Mallet-Ladeira ◽  
Jean-Claude Daran ◽  
Odile Dechy-Cabaret ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Reaction Pathway ◽  
Tricyclic Compounds

A novel intermolecular addition of aldehydes to 1,6-enynes via a Pt–carbene intermediate provides the diastereoselective formation of valuable tricyclic compounds.

scholarly journals Electrochemically Driven Desaturation of Carbonyl Compounds

2020 ◽  
Author(s):  
Samer Gnaim ◽  
Yusuke Takahira ◽  
Henrik Wilke ◽  
Zhen Yao ◽  
Jinjun Li ◽  
...  
Keyword(s):  
Transition Metals ◽  
Carbonyl Compounds ◽  
Redox Reactions ◽  
Reaction Pathway ◽  
Electrochemical Techniques ◽  
Carbonyl Derivatives ◽  
Broad Scope ◽  
Simple Pathway ◽  
Reliable Methods ◽  
Organic Oxidation

<p> Electrochemical techniques have long been heralded for their innate sustainability as efficient methods for achieving redox reactions. Carbonyl desaturation, as a fundamental organic oxidation, is an oft-employed transformation to unlock adjacent reactivity. To date, the most reliable methods for achieving it have relied on transition metals (Pd/Cu) or stoichiometric reagents based on I, Br, Se, or S. Herein we report an operationally simple pathway to such structures from enol silanes and phosphates using electrons as the primary reagent. This electrochemically driven desaturation exhibits a broad scope across an array of carbonyl derivatives, is easily scalable (1-100g), and can be predictably implemented into synthetic pathways using experimentally or computationally derived NMR shifts. Mechanistic interrogation suggests a radical-based reaction pathway. <br></p>

scholarly journals Electrochemically Driven Desaturation of Carbonyl Compounds

2020 ◽  
Author(s):  
Samer Gnaim ◽  
Yusuke Takahira ◽  
Henrik Wilke ◽  
Zhen Yao ◽  
Jinjun Li ◽  
...  
Keyword(s):  
Transition Metals ◽  
Carbonyl Compounds ◽  
Redox Reactions ◽  
Reaction Pathway ◽  
Electrochemical Techniques ◽  
Carbonyl Derivatives ◽  
Broad Scope ◽  
Simple Pathway ◽  
Reliable Methods ◽  
Organic Oxidation

<p> Electrochemical techniques have long been heralded for their innate sustainability as efficient methods for achieving redox reactions. Carbonyl desaturation, as a fundamental organic oxidation, is an oft-employed transformation to unlock adjacent reactivity. To date, the most reliable methods for achieving it have relied on transition metals (Pd/Cu) or stoichiometric reagents based on I, Br, Se, or S. Herein we report an operationally simple pathway to such structures from enol silanes and phosphates using electrons as the primary reagent. This electrochemically driven desaturation exhibits a broad scope across an array of carbonyl derivatives, is easily scalable (1-100g), and can be predictably implemented into synthetic pathways using experimentally or computationally derived NMR shifts. Mechanistic interrogation suggests a radical-based reaction pathway. <br></p>

Oxidation of D-(-)-Ribose with H2O2 and Lipid Hydroperoxides

1996 ◽  
Vol 51 (11-12) ◽  
pp. 870-876 ◽  
Author(s):  
Michael Jahn ◽  
Gerhard Spiteller
Keyword(s):  
Carbonyl Compounds ◽  
Octadecadienoic Acid ◽  
Reaction Pathway ◽  
Lipid Hydroperoxides ◽  
Hydroxy Acids ◽  
Mechanism Of Oxidation

ᴅ-(-)-ribose was subjected to oxidation with equimolar amounts of H2O2/Fe2+ and 13-hydro-peroxy-9-cis-11-trans-octadecadienoic acid/Fe2+. Smaller carbohydrates, carbonyl compounds, hydroxy acids and polyols were produced. Identification of carbonyl compounds was achieved by trapping with pentafluorobenzylhydroxylamine hydrochloride (PFBHA-HCl). All products were identified by GC/MS after derivatization with N-methyl-N-trimethylsilyl-trifluoroacetamide (MSTFA). The reactions were repeated with ᴅ-[13C1]-ribose in order to reveal the mechanism of oxidation. A possible reaction pathway is outlined starting by removal of hydrogens from C-H bonds.

scholarly journals Trapping of Transient Thienyllithiums Generated by Deprotonation of 2,3- or 2,5-Dibromothiophene in a Flow Microreactor

Synlett ◽  
2020 ◽  
Vol 31 (19) ◽  
pp. 1913-1918
Author(s):  
Kentaro Okano ◽  
Yoshiki Yamane ◽  
Aiichiro Nagaki ◽  
Atsunori Mori
Keyword(s):  
Carbonyl Compounds ◽  
Reaction Pathway ◽  
Reaction System ◽  
Lithium Diisopropylamide ◽  
Flow Microreactor

AbstractSelective trapping of (4,5-dibromo-2-thienyl)lithium, known to undergo halogen dance, was achieved in a flow microreactor. This transient thienyllithium, generated by mixing 2,3-dibromothiophene and lithium diisopropylamide at –78 °C for 1.6 seconds, reacted with benzaldehyde. The reaction system is also applicable to other carbonyl compounds to afford the corresponding adducts in good yields. Moreover, the established conditions permit the conversion of 2,5-dibromothiophene into a mixture of the two constitutional isomers. The contrasting results are discussed on the basis of the reaction pathway.

The efficiency and mechanism of the degradation of nitrobenzene in aqueous solution by O3/H2O2

2006 ◽  
Vol 6 (4) ◽  
pp. 153-162 ◽  
Author(s):  
J. Shen ◽  
Z. Chen ◽  
X. Li ◽  
F. Qi ◽  
M. Ye
Keyword(s):  
Aqueous Solution ◽  
Carbonyl Compounds ◽  
Phenyl Ring ◽  
Ph Value ◽  
Reaction Pathway ◽  
Removal Rate ◽  
Inorganic Compounds ◽  
Catalytic Ozonation ◽  
Aliphatic Compounds ◽  
Effects Of Ph

Selecting nitrobenzene (NB) as the model pollutant, this paper investigated the efficiency and mechanism of the degradation of NB in aqueous solution by O3/H2O2. The effects of pH value, H2O2 dose and the inhibitor or accelerant of •OH on the removal rate of NB were studied. H2O2 could obviously improve the ozonation decay rate of NB below pH 7. When H2O2 dose increased from 1.0 mg/L to 4.0 mg/L, the removal rate of NB was remarkably enhanced. However, as H2O2 dose increased from 4.0 mg/L to 20 mg/L, the removal efficiency of NB decreased. Different masses of H2O2 were yielded in different reaction phases of the single ozonation system. Both single ozonation systems and H2O2-catalysed ozonation could not observably reduce the TOC. During the process of NB degradation, organonitrogen was almost completely converted to nitrate and the pH value reduced significantly. Results of HPLC-MS and GC-MS showed that the main intermediate products were phenolic compounds and carbonyl compounds. Finally, a possible reaction pathway of the catalytic ozonation of NB is proposed. It had been found that the catalytic ozonation of NB could be divided into two steps. First, hydroxyl radical attacked phenyl ring, and then the ring opened, forming into various aliphatic compounds or being mineralized to inorganic compounds.

scholarly journals A chalcone showing positional disorder, two related diarylcyclohexenones showing enantiomeric disorder and a related hydroxyterphenyl, all derived from simple carbonyl precursors

2015 ◽  
Vol 71 (7) ◽  
pp. 610-617 ◽  
Author(s):  
Vinutha V. Salian ◽  
Badiadka Narayana ◽  
Hemmige S. Yathirajan ◽  
Mehmet Akkurt ◽  
Ömer Çelik ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Intermolecular Interactions ◽  
Carbonyl Compounds ◽  
Reference Site ◽  
Reaction Pathway ◽  
The Other ◽  
Positional Disorder ◽  
Independent Molecules ◽  
Related Compounds ◽  
Centrosymmetric Dimers

Four compounds are reported, all of which lie along a versatile reaction pathway which leads from simple carbonyl compounds to terphenyls. (2E)-1-(2,4-Dichlorophenyl)-3- [4-(prop-1-en-2-yl)phenyl]prop-2-en-1-one, C18H14Cl2O, (I), prepared from 4-(prop-1-en-2-yl)benzaldehyde and 2,4-dichloroacetophenone, exhibits disorder over two sets of atomic sites having occupancies of 0.664 (6) and 0.336 (6). The related chalcone (2E)-3-(4-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one reacts with acetone to produce (5RS)-3-(4-chlorophenyl)-5-[4-(propan-2-yl)phenyl]cyclohex-2-en-1-one, C21H21ClO, (II), which exhibits enantiomeric disorder with occupancies at the reference site of 0.662 (4) and 0.338 (4) for the (5R) and (5S) forms; the same chalcone reacts with methyl 3-oxobutanoate to give methyl (1RS,6SR)-4-(4-chlorophenyl)-6-[4-(propan-2-yl)phenyl]-2-oxocyclohex-3-ene-1-carboxylate, C23H23ClO3, (III), where the reference site contains both (1R,6S) and (1S,6R) forms with occupancies of 0.923 (3) and 0.077 (3), respectively. Oxidation, using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, of ethyl (1RS,6SR)-6-(4-bromophenyl)-4-(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate, prepared in a similar manner to (II) and (III), produces ethyl 4′′-bromo-4-fluoro-5′-hydroxy-1,1′:3′,1′′-terphenyl-4′-carboxylate, C21H16BrFO3, (IV), which crystallizes withZ′ = 2 in the space groupP\overline{1}. There are no significant intermolecular interactions in the structures of compounds (I) and (II), but for the major disorder component of compound (III), the molecules are linked into sheets by a combination of C—H...O and C—H...π(arene) hydrogen bonds. The two independent molecules of compound (IV) form two different centrosymmetric dimers, one built from inversion-related pairs of C—H...O hydrogen bonds and the other from inversion-related pairs of C—H...π(arene) hydrogen bonds. Comparisons are made with related compounds.

Silicon Assisted Sulfuration: Tetrachlorosilane-Sodium Sulfide-A New Potent Thionating Reagent for Carbonyl Compounds

2007 ◽  
Author(s):  
T. A. Salama ◽  
S. S. Elmorsy ◽  
A. M. Khalil ◽  
M. A. Ismail ◽  
A. S. El-Ahl
Keyword(s):  
Carbonyl Compounds ◽  
Sodium Sulfide
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