scholarly journals Electrochemical Carboxylation of α,β-Unsaturated Ketones with Carbon Dioxide

1984 ◽  
Vol 57 (2) ◽  
pp. 611-612 ◽  
Author(s):  
Junji Harada ◽  
Yoshihisa Sakakibara ◽  
Atsutaka Kunai ◽  
Kazuo Sasaki
Keyword(s):  
Carbon Dioxide ◽  
Unsaturated Ketones ◽  
Electrochemical Carboxylation

scholarly journals Direct Electrochemical Carboxylation of Benzylic C–N Bonds with Carbon Dioxide

ACS Catalysis ◽  
2019 ◽  
Vol 9 (5) ◽  
pp. 4699-4705 ◽  
Author(s):  
Deng-Tao Yang ◽  
Minghui Zhu ◽  
Zachary J. Schiffer ◽  
Kindle Williams ◽  
Xiaojie Song ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Electrochemical Carboxylation

Distillable ionic liquids for a new multicomponent reaction

2007 ◽  
Vol 79 (11) ◽  
pp. 1869-1877 ◽  
Author(s):  
Anthony E. Rosamilia ◽  
Christopher R. Strauss ◽  
Janet L. Scott
Keyword(s):  
Carbon Dioxide ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Multicomponent Reaction ◽  
Reaction Medium ◽  
Building Blocks ◽  
Substituted Anilines ◽  
Reaction Sequence ◽  
Unsaturated Ketones ◽  
Direct Preparation

Adducts of dimethylamine and carbon dioxide form a "distillable ionic liquid" (DIMCARB) that may used as both a reaction medium and catalyst in the direct, atom-economical synthesis of useful synthetic building blocks, such as mono-condensed α,β-unsaturated ketones. The utilization of such building blocks in the synthesis of two new classes of versatile macrocycles, by a sequence of condensation reactions (H2O by-product), is described. Investigation into the mechanism of action of DIMCARB catalysis and observation of an aniline impurity arising from a competing reaction sequence led to development of a new multicomponent reaction for the direct preparation of 2- or 4-substituted anilines. Some of the macrocycles and anilines are, respectively, supramolecular host compounds and ligands for the preparation of metal complexes.

ChemInform Abstract: Activation of Carbon Dioxide: Nickel-Catalyzed Electrochemical Carboxylation of Diynes.

ChemInform ◽  
2010 ◽  
Vol 24 (31) ◽  
pp. no-no
Author(s):  
S. DERIEN ◽  
J.-C. CLINET ◽  
E. DUNACH ◽  
J. PERICHON
Keyword(s):  
Carbon Dioxide ◽  
Electrochemical Carboxylation

Global and Local Reactivity Descriptors Based on Quadratic and Linear Energy Models for α,β-Unsaturated Organic Compounds

2018 ◽  
Author(s):  
Javier Oller ◽  
Patricia Perez ◽  
Paul W. Ayers ◽  
Esteban Vöhringer-Martinez
Keyword(s):  
Carbon Dioxide ◽  
Density Functional ◽  
Chemical Reactivity ◽  
Fukui Function ◽  
Nucleophilic Attack ◽  
Quadratic Model ◽  
Molecular Response ◽  
Local Descriptors ◽  
Unsaturated Ketones ◽  
Global And Local

<div>Global and local descriptors of chemical reactivity can be derived from conceptual density functional theory. Their explicit form, however, depends on how the energy is defined as a function of the number of electrons. Within the existing interpolation models, here, the quadratic and the linear energy model were used to derive global descriptors as the electrophilicity and nucleophilicity (defined as the negative of the ionization potential) and local descriptors employing either the corresponding condensed fukui function in the linear model or the local response of the global descriptor in the quadratic model. The ability of these descriptors to predict the reactivity of molecules with more than one reactive site was first studied on a set of α ,β -unsaturated ketones, where experimental rate constants for the nucleophilic attack is known. With the validated descriptors the reactivity of α ,β -unsaturated carboxylic compounds with different heteroatoms as α ,β -unsaturated thioesters, esters and amides as alternative substrates for the enzymatic CO<sub>2</sub> fixation studied experimentally by Erb <i>et al.</i> was addressed. The carbon dioxide fixation involves the reduction of the neutral α ,β -unsaturated carboxylic compounds by a nucleophilic attack of a hydride anion from NADPH and the following electrophilic attack by carbon dioxide. It was found that condensed values of the linear fukui function within the fragment of molecular response approximation describe best the reactivity of α ,β -unsaturated ketones. For the two relevant processes involved in CO<sub>2</sub> fixation the amides present the largest reactivity in vacuum and in aqueous solution compared to the esters and thioesters and may, therefore, serve as alternative sustrates of carboxylases.</div>

Synthesis of N-Boc-α-amino Acids from Carbon Dioxide by Electrochemical Carboxylation of N-Boc-α-aminosulfones

2021 ◽  
Author(s):  
Hisanori Senboku ◽  
Yoshihito Minemura ◽  
Yuto Suzuki ◽  
Hidetoshi Matsuno ◽  
Mayu Takakuwa
Keyword(s):  
Carbon Dioxide ◽  
Amino Acids ◽  
Electrochemical Carboxylation

ChemInform Abstract: Carbon Dioxide Mediated Catalytic Rearrangement of Propargyl Alcohols into α,β-Unsaturated Ketones.

ChemInform ◽  
2008 ◽  
Vol 39 (9) ◽  
Author(s):  
Yudai Sugawara ◽  
Wataru Yamada ◽  
Shunsuke Yoshida ◽  
Taketo Ikeno ◽  
Tohru Yamada
Keyword(s):  
Carbon Dioxide ◽  
Unsaturated Ketones ◽  
Propargyl Alcohols

Electrochemical carboxylation of α-chloroethylbenzene in ionic liquids compressed with carbon dioxide

2010 ◽  
Vol 12 (8) ◽  
pp. 1953 ◽  
Author(s):  
Yusuke Hiejima ◽  
Masahiro Hayashi ◽  
Akihiro Uda ◽  
Seiko Oya ◽  
Hiroyuki Kondo ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Ionic Liquids ◽  
Electrochemical Carboxylation
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