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Literature DB >> 17559221

Electrophilicity and nucleophilicity index for radicals.

Freija De Vleeschouwer¹, Veronique Van Speybroeck, Michel Waroquier, Paul Geerlings, Frank De Proft.

Abstract

Radicals can be regarded as electrophilic/nucleophilic, depending on their tendency to attack sites of relatively higher/lower electron density. In this paper, an electrophilicity scale, global as well as local, and a nucleophilicity scale for 35 radicals is reported. The global electrophilicity scale correlates well with the nucleophilicity scale, suggesting that these concepts are inversely related.

Year: 2007 PMID： 17559221 DOI： 10.1021/ol071038k

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

35 in total

1. Visible Light-Mediated Decarboxylative Alkylation of Pharmaceutically Relevant Heterocycles.

Authors: Alexandra C Sun; Edward J McClain; Joel W Beatty; Corey R J Stephenson
Journal: Org Lett Date: 2018-06-01 Impact factor: 6.005

2. Application of electron conformational-genetic algorithm approach to 1,4-dihydropyridines as calcium channel antagonists: pharmacophore identification and bioactivity prediction.

Authors: Nazmiye Geçen; Emin Sarıpınar; Ersin Yanmaz; Kader Sahin
Journal: J Mol Model Date: 2011-03-31 Impact factor: 1.810

3. Direct catalytic anti-Markovnikov addition of carboxylic acids to alkenes.

Authors: Andrew J Perkowski; David A Nicewicz
Journal: J Am Chem Soc Date: 2013-07-03 Impact factor: 15.419

4. Cross-Electrophile Coupling of Unactivated Alkyl Chlorides.

Authors: Holt A Sakai; Wei Liu; Chi Chip Le; David W C MacMillan
Journal: J Am Chem Soc Date: 2020-06-26 Impact factor: 15.419

5. Enantioselective α-benzylation of aldehydes via photoredox organocatalysis.

Authors: Hui-Wen Shih; Mark N Vander Wal; Rebecca L Grange; David W C MacMillan
Journal: J Am Chem Soc Date: 2010-10-06 Impact factor: 15.419

6. Radical-based regioselective C-H functionalization of electron-deficient heteroarenes: scope, tunability, and predictability.

Authors: Fionn O'Hara; Donna G Blackmond; Phil S Baran
Journal: J Am Chem Soc Date: 2013-07-30 Impact factor: 15.419

Electrophilicity and nucleophilicity index for radicals.

1. Visible Light-Mediated Decarboxylative Alkylation of Pharmaceutically Relevant Heterocycles.

2. Application of electron conformational-genetic algorithm approach to 1,4-dihydropyridines as calcium channel antagonists: pharmacophore identification and bioactivity prediction.

3. Direct catalytic anti-Markovnikov addition of carboxylic acids to alkenes.

4. Cross-Electrophile Coupling of Unactivated Alkyl Chlorides.

5. Enantioselective α-benzylation of aldehydes via photoredox organocatalysis.

6. Radical-based regioselective C-H functionalization of electron-deficient heteroarenes: scope, tunability, and predictability.

7. Open-Air Alkylation Reactions in Photoredox-Catalyzed DNA-Encoded Library Synthesis.

8. Heteroarene Phosphinylalkylation via a Catalytic, Polarity-Reversing Radical Cascade.

Review 9. Redox Signaling by Reactive Electrophiles and Oxidants.

10. Is hyper-hardness more chemically relevant than expected?