Synthesis of New Water-Soluble Atropisomeric Ligands Derived from the MeOBIPHEP Skeleton: Applications for Asymmetric CH Bond Formation and Mechanistic Studies

2011 ◽  
Vol 353 (18) ◽  
pp. 3269-3277 ◽  
Author(s):  
Lucie Leseurre ◽  
Kurt Püntener ◽  
Jean-Pierre Genêt ◽  
Michelangelo Scalone ◽  
Véronique Michelet
Keyword(s):  
Bond Formation ◽  
Water Soluble ◽  
Mechanistic Studies

Design and Development of Fe-Catalyzed Intra- and Intermolecular Carbofunctionalization of Vinyl Cyclopropanes

2019 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Mingbin Yuan ◽  
Chris Acha ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Bond Formation ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Mechanistic Studies ◽  
Radical Intermediates ◽  
Design And Implementation ◽  
Solvent Cage ◽  
Radical Cascade ◽  
Radical Processes

Design and implementation of the first (asymmetric) Fe-catalyzed intra- and intermolecular difunctionalization of vinyl cyclopropanes (VCPs) with alkyl halides and aryl Grignard reagents has been realized via a mechanistically driven approach. Mechanistic studies support the diffusion of the alkyl radical intermediates out of the solvent cage to participate in an intra- or -intermolecular radical cascade with the VCP followed by re-entering the Fe radical cross-coupling cycle to undergo selective C(sp2)-C(sp3) bond formation. Overall, we provide new design principles for Fe-mediated radical processes and underscore the potential of using combined computations and experiments to accelerate the development of challenging transformations.

scholarly journals Mechanistic studies on the N-alkylation of amines with alcohols catalysed by iridium(i) complexes with functionalised N-heterocyclic carbene ligands

2018 ◽  
Vol 8 (9) ◽  
pp. 2381-2393 ◽  
Author(s):  
M. Victoria Jiménez ◽  
Javier Fernández-Tornos ◽  
Miguel González-Lainez ◽  
Beatriz Sánchez-Page ◽  
F. Javier Modrego ◽  
...  
Keyword(s):  
Bond Formation ◽  
Theoretical Studies ◽  
Mechanistic Studies ◽  
Carbene Ligands ◽  
Experimental And Theoretical Studies

Experimental and theoretical studies give support for an iridium-catalyzed C–N bond formation.

Kinetic and Mechanistic Studies on the Reaction of Nitric Oxide with a Water-Soluble Octa-anionic Iron(III) Porphyrin Complex

2005 ◽  
Vol 44 (22) ◽  
pp. 7717-7731 ◽  
Author(s):  
Joo-Eun Jee ◽  
Siegfried Eigler ◽  
Frank Hampel ◽  
Norbert Jux ◽  
Maria Wolak ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Water Soluble ◽  
Mechanistic Studies ◽  
Porphyrin Complex

I2/TBHP-Promoted Approach to α-Keto Esters from Trifluoromethyl β-Diketones and Alcohols via C–C Bond Cleavage

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 2018-2023 ◽  
Author(s):  
Xiang Fang ◽  
Xueyan Yang ◽  
Tongle Shao ◽  
Jun Zhou ◽  
Chen Jin ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Mechanistic Studies ◽  
Metal Free ◽  
Oxidation Pathway ◽  
Keto Esters ◽  
Oxidative Coupling Reaction

A metal-free oxidative coupling reaction of trifluoromethyl β-diketones with alcohols for the synthesis of α-keto esters in good to excellent yields has been developed. Preliminary mechanistic studies suggest that an I2/TBHP promoted sequential iodination, C–C bond cleavage, C–O bond formation and oxidation pathway is involved in this reaction.

Photoinduced Oxidative Cross-Coupling for O–S Bond Formation: A Facile Synthesis of Alkyl Benzenesulfonates

Synlett ◽  
2017 ◽  
Vol 28 (13) ◽  
pp. 1558-1563 ◽  
Author(s):  
Aiwen Lei ◽  
Atul Singh ◽  
Hong Yi ◽  
Guoting Zhang ◽  
Changliang Bian ◽  
...  
Keyword(s):  
Visible Light ◽  
Bond Formation ◽  
Cross Coupling ◽  
Selective Synthesis ◽  
Mechanistic Studies ◽  
Facile Synthesis ◽  
Metal Free

We have developed a photoinduced oxidative cross-coupling of thiophenols with alcohols for O–S bond formation. The protocol uses visible light, a metal-free photocatalyst, and oxygen as the oxidant for the selective synthesis of alkyl benzenesulfonates; no ligand co-additive is necessary. Mechanistic studies suggested that the disulfide and alkyl benzenesulfinate are involved as intermediates and that the transformation proceeds by a radical pathway.

Mechanistic studies on the decomposition of water soluble azo-radical-initiators

1998 ◽  
pp. 2009-2018 ◽  
Author(s):  
Roy U. Rojas Wahl ◽  
Liansheng Zeng ◽  
Stephen A. Madison ◽  
Richard L. DePinto ◽  
Brian J. Shay
Keyword(s):  
Water Soluble ◽  
Mechanistic Studies ◽  
Radical Initiators ◽  
Decomposition Of Water

scholarly journals Polarisable Hydrogen Bond Formation and Ionic Interactions in Model Phospholipid Polar Head Molecules

1973 ◽  
Vol 28 (5-6) ◽  
pp. 323-330 ◽  
Author(s):  
Georg Papakostidis ◽  
Georg Zundel
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Phosphoric Acid ◽  
Bond Formation ◽  
Ion Pairs ◽  
Water Soluble ◽  
Ionic Interactions ◽  
Hydrogen Bond Formation ◽  
Continuous Absorption ◽  
Phosphate Groups

The serine phosphoric acid P-methylester (SPM) and the ethanol-amine phosphoric acid P-methylester (EPM) were synthesized as water soluble models for the functional groups of the corresponding phospholipids. Investigations were made of the aqueous solutions of these molecules as a function of deprotonation and protonation. An intramolecular, easily polarisable hydrogen bond occurs in the zwitterion of the SPM. The solutions of different salts of SPM were studied as well as the influence of counter ion pairs. Counterion pairs hardly influence these bonds. At about 50% deprotonation extremely easily polarisable intermolecular bonds form. At about 100% deprotonation of the zwitterion the hydrogen bonds observed are affected by the presence of CO2. The above is indicated by changes of the bands of the carboxylic and phosphate groups, and in particular by a continuous absorption in the infrared spectrum. During protonation of the EPM easily polarisable intermolecular POH+ ... OP hydrogen bonds form at first, but as protonation increases the solutions become acidic, that is, H5O2+ groupings form.

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