ReviewNature reviews. Chemistry2021
Radical philicity and its role in selective organic transformations.
Review in Nature reviews. Chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 121 papers.
What it found
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Who cites it
121 citing papers in PubMed.
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- Review
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- Densely-functionalized bicyclic cyclopentanones by combined photoinduced 6-Organic chemistry frontiers : an international journal of organic chemistry · 2026Article
- Stealing from a distant neighbor: an unexpectedly fast long-span peroxy radical hydrogen-shift reaction in a long-chain diether.Chemical science · 2026Article
- Selective carbonate radicals generation via hydraulically driven piezo-catalysis for polymerization-based removal of phenolic pollutants.Nature communications · 2026Article
- Radical Sampling Enabled Saturated N-Heterocycle Cyclization.Journal of the American Chemical Society · 2026Article
- The Synthesis of Tertiary Alkylamines from Alkyl-Substituted Alkenes Using Amine Umpolung Strategy.Journal of the American Chemical Society · 2026Article
- Radical Deoxygenation of Alcohols via Visible Light Irradiation of a Titanium Porphyrin Catalyst.Organic letters · 2026Article
61 more citing papers are in PubMed but not listed here.
Corrections and comments
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Radical intermediates in organic chemistry lack a full octet of electrons and, thus, are commonly said to be electron deficient. By denotation, such a statement is technically correct; however, in modern literature, the term 'electron deficient' carries a connotation of electrophilicity. This lexical quirk leads one to predict that all radicals should behave as electrophiles, when this is not the case. Indeed, practitioners of radical chemistry have known for decades that many radicals behave as nucleophiles, sometimes strongly so. This Review aims to establish guidelines for understanding radical philicity by highlighting examples from recent literature as a demonstration of general reactivity paradigms across a series of different carbon-based and heteroatom-based radicals. We present strategies for predicting the philicity of a given radical on the basis of qualitative features of the radical's structure. Finally, we discuss the implications of radical philicity to selective hydrogen atom transfer.
Identifiers
37118440What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.