Literature DB >> 15096058

Superelectrophilic solvation.

George A Olah1, Douglas A Klumpp.   

Abstract

Nucleophilic solvation is the interaction of electron-donor solvents with electron-deficient reagents. Electrophilic solvation is the related reverse interaction. Superelectrophilic solvation involves the interaction of electron-donating groups (ligands) of overall electron-deficient species (electrophiles) with strongly electron-acceptor superacids. It occurs with liquid superacids, on solid acids, and even in some enzymatic biological systems. Diminishing neighboring group participation of the electrophilic centers by the affected groups greatly enhances their electrophilic reactivities (superelectrophilic activation), resulting in unusual reactions of substantial interest. Representative examples of superelectrophilic solvation are discussed.

Entities:  

Year:  2004        PMID: 15096058     DOI: 10.1021/ar020102p

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN: 0001-4842            Impact factor:   22.384


  10 in total

1.  Reactions of Acenaphthenequinone and Aceanthrenequinone with Arenes in Superacid.

Authors:  Douglas A Klumpp; Yiliang Zhang; Dat Do; Rendy Kartika
Journal:  Appl Catal A Gen       Date:  2008-03-01       Impact factor: 5.706

2.  Reactions of ketones with aromatics in acid media. The effect of trifluoromethyl groups and the acidity media. A theoretical study.

Authors:  Ulises Jiménez Castillo; Mikhail G Zolotukhin; Lioudmila Fomina; Daniel Romero Nieto; Lilian Olivera Garza; Serguei Fomine
Journal:  J Mol Model       Date:  2012-10-11       Impact factor: 1.810

3.  Vicinal dihalonium ions: diprotonated and dimethylated chlorine [H2Cl2(2+), (CH3)2Cl2(2+)] and bromine [H2Br2(2+), (CH3)2Br2(2+)] dications.

Authors:  George A Olah; G K Surya Prakash; Golam Rasul
Journal:  Proc Natl Acad Sci U S A       Date:  2010-03-29       Impact factor: 11.205

4.  A DFT study of the formation of xanthydrol motifs during electrophilic poly(aryl ether ketone) synthesis.

Authors:  Sigismund T A G Melissen; Vincent Tognetti; Georges Dupas; Julien Jouanneau; Guillaume Lê; Laurent Joubert
Journal:  J Mol Model       Date:  2015-12-22       Impact factor: 1.810

5.  Superacid-catalyzed reactions of olefinic pyrazines: an example of anti-Markovnikov addition involving superelectrophiles.

Authors:  Yiliang Zhang; Jason Briski; Yun Zhang; Rendy Rendy; Douglas A Klumpp
Journal:  Org Lett       Date:  2005-06-09       Impact factor: 6.005

6.  Mechanistic aspects of superacid mediated condensation of polyphenols with ketones. Implications for polymer synthesis.

Authors:  Gustavo López; Olivia H Cruz; Lilian I Olvera Garza; Mikhail G Zolotukhin; Serguei Fomine
Journal:  J Mol Model       Date:  2014-10-09       Impact factor: 1.810

7.  Bi(OTf)(3)-Catalyzed 5-Exo-Trig Cyclization via Halide Activation.

Authors:  Ryuji Hayashi; Gregory R Cook
Journal:  Tetrahedron Lett       Date:  2008       Impact factor: 2.415

8.  Activation of Electrophile/Nucleophile Pair by a Nucleophilic and Electrophilic Solvation in a SNAr Reaction.

Authors:  Bruno Sánchez; Cristian Calderón; Ricardo A Tapia; Renato Contreras; Paola R Campodónico
Journal:  Front Chem       Date:  2018-10-23       Impact factor: 5.221

9.  Amidine dications: isolation and [Fe]-hydrogenase-related hydrogenation.

Authors:  Michael J Corr; Kirsty F Gibson; Alan R Kennedy; John A Murphy
Journal:  J Am Chem Soc       Date:  2009-07-08       Impact factor: 15.419

10.  Amidine dications as superelectrophiles.

Authors:  Michael J Corr; Mark D Roydhouse; Kirsty F Gibson; Sheng-Ze Zhou; Alan R Kennedy; John A Murphy
Journal:  J Am Chem Soc       Date:  2009-12-16       Impact factor: 15.419

  10 in total

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