ArticleJournal of the American Chemical Society2016
Base-Free Photoredox/Nickel Dual-Catalytic Cross-Coupling of Ammonium Alkylsilicates.
Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 81 papers.
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Who cites it
81 citing papers in PubMed.
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- 3-Chloropropylbis(catecholato)silicate as a Bifunctional Reagent for the One-Pot Synthesis of Tetrahydroquinolines fromThe Journal of organic chemistry · 2024Article
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- Chiral Perovskite Nanocrystals for Asymmetric Reactions: A Highly Enantioselective Strategy for Photocatalytic Synthesis of N-C Axially Chiral Heterocycles.Journal of the American Chemical Society · 2023Article
- A General and Practical Route to Functionalized Bicyclo[1.1.1]Pentane-Heteroaryls Enabled by Photocatalytic Multicomponent Heteroarylation of [1.1.1]Propellane.Angewandte Chemie (International ed. in English) · 2023Article
- Investigating the Mechanism of Ni-Catalyzed Coupling of Photoredox-Generated Alkyl Radicals and Aryl Bromides: A Computational Study.International journal of molecular sciences · 2023Article
- ChemBeads-Enabled Photoredox High-Throughput Experimentation Platform to Improve C(spACS medicinal chemistry letters · 2023Article
- Direct Deaminative Functionalization.Journal of the American Chemical Society · 2023Article
- The Merger of Benzophenone HAT Photocatalysis and Silyl Radical-Induced XAT Enables Both Nickel-Catalyzed Cross-Electrophile Coupling and 1,2-Dicarbofunctionalization of Olefins.ACS catalysis · 2022Article
- Synthesis and Characterization of Hypercoordinated Silicon Anions: Catching Intermediates of Lewis Base Catalysis.Angewandte Chemie (International ed. in English) · 2022Article
- Photocatalytic C(spChemical science · 2022Review
- First Evidence of Tris(catecholato)silicate Formation from Hydrolysis of an Alkyl Bis(catecholato)silicate.Molecules (Basel, Switzerland) · 2022Article
- Combined Photoredox and Carbene Catalysis for the Synthesis of γ-Aryloxy Ketones.Advanced synthesis & catalysis · 2022Article
- Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis.Chemical reviews · 2022Review
- Photons or Electrons? A Critical Comparison of Electrochemistry and Photoredox Catalysis for Organic Synthesis.Chemical reviews · 2022Review
- Photoredox-Catalyzed Giese Reactions: Decarboxylative Additions to Cyclic Vinylogous Amides and Esters.Molecules (Basel, Switzerland) · 2022Article
- Photo-Induced Ruthenium-Catalyzed C-H Benzylations and Allylations at Room Temperature.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Rapid and Direct Photocatalytic C(spAngewandte Chemie (International ed. in English) · 2021Article
21 more citing papers are in PubMed but not listed here.
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Authors and funding
3 authors.
Funding
Abstract
Single-electron transmetalation is recognized as an enabling technology for the mild transfer of alkyl groups to transition metal catalysts in cross-coupling reactions. Hypercoordinate silicates represent a new and improved class of radical precursors because of their low oxidation potentials and the innocuous byproducts generated upon oxidation. Herein, we report the cross-coupling of secondary and primary ammonium alkylsilicates with (hetero)aryl bromides in good to excellent yields. The base-free conditions have exceptional protic group tolerance on both partners, permitting the cross-coupling of unprotected primary and secondary amines.
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