ReviewChemical science2021
Hexafluoroisopropanol: the magical solvent for Pd-catalyzed C-H activation.
Review in Chemical science, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 39 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
39 citing papers in PubMed, 244 citations in OpenAlex.
- Switchable reactivity of homopropargylic alcohols towards γ-arylated ketones and α-arylated tetrahydrofurans in HFIP.Chemical science · 2026Article
- HFIP-Induced Formation ofThe Journal of organic chemistry · 2026Article
- Unlocking Lewis acid-free metalation of O-nucleophiles in HFIP.Communications chemistry · 2026Article
- Transition Metal-Catalyzed Direct C(spChemical reviews · 2026Review
- Dual Ligand-Enabled Nondirected C─H Olefination of (Hetero)Arenes for the Synthesis of Clickable Derivatives.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Synthesis of Unsymmetrical Dialkyl Ethers via Direct Etherification Cocatalyzed Using FeClACS omega · 2026Article
- Challenging the Bredt's rule in an acid catalyzed cationic cyclization to get bicyclo[3.3.1]nonane derivatives.Nature communications · 2025Article
- Hexafluoroisopropanol-Mediated Cascade Cyclization for Construction of α‑Amino-γ-spirolactones.JACS Au · 2025Article
- Bioinspired Electrochemical Cyclization toward the Divergent Synthesis of Mavacurane- and Akuammiline-Type Alkaloids.Organic letters · 2025Article
- Silver- and gold-catalyzed divergent cascade cycloisomerization/[3 + 2]Chemical science · 2025Article
- In situ Surface Polishing Enables VAdvanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Hexafluoroisopropanol Solvent Effects on Enantioselectivity of Dirhodium Tetracarboxylate-Catalyzed Cyclopropanation.Journal of the American Chemical Society · 2025Article
- Access to N-α-deuterated amino acids and DNA conjugates via Ca(II)-HFIP-mediated reductive deutero-amination of α-oxo-carbonyl compounds.Nature communications · 2025Article
- Beyond Conventional Organic Electrosynthesis: The Role of Fluorinated Solvents.ACS electrochemistry · 2025Review
- Fast Collective Hydrogen-Bond Dynamics in Hexafluoroisopropanol Related to its Chemical Activity.Angewandte Chemie (International ed. in English) · 2024Article
- One-Step Palladium-Catalyzed Heterocyclic Ring Closure of Benzofurans with Aryl Iodides through a Heck-Type Pathway.Organic letters · 2024Article
- Hydrogen bonding template enables remote meta-C-H alkenylation of nitroarenes with electron-deficient alkenes.Nature communications · 2024Article
- Difunctionalization Processes Enabled by Hexafluoroisopropanol.ACS organic & inorganic Au · 2024Review
- Controlling the regioselectivity of the bromolactonization reaction in HFIP.Chemical science · 2024Article
- Remote-carbonyl-directed sequential Heck/isomerization/C(spNature communications · 2024Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
3 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Among numerous solvents available for chemical transformations, 1,1,1,3,3,3-hexafluoro-2-propanol (popularly known as HFIP) has attracted enough attention of the scientific community in recent years. Several unique features of HFIP compared to its non-fluoro analogue isopropanol have helped this solvent to make a difference in various subdomains of organic chemistry. One such area is transition metal-catalyzed C-H bond functionalization reactions. While, on one side, HFIP is emerging as a green and sustainable deep eutectic solvent (DES), on the other side, a major proportion of Pd-catalyzed C-H functionalization is heavily relying on this solvent. In particular, for distal aromatic C-H functionalizations, the exceptional impact of HFIP to elevate the yield and selectivity has made this solvent irreplaceable. Recent research studies have also highlighted the H-bond-donating ability of HFIP to enhance the chiral induction in Pd-catalyzed atroposelective C-H activation. This perspective aims to portray different shades of HFIP as a magical solvent in Pd-catalyzed C-H functionalization reactions.
Identifiers
What 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.