A Free Radical Cyclization Catalyzed by Ruthenium Hydride Species
- 12 October 2021
- journal article
- research article
- Published by Wiley in Chemistry – An Asian Journal
- Vol. 16 (23), 3909-3913
- https://doi.org/10.1002/asia.202101023
Abstract
A photolytically generated ruthenium hydride species catalyzed free radical cyclization reaction was developed. As the new methodology ensures reproducibility of the free radical reaction of trialkyltin hydrides and a fast hydrogen transfer to the radical intermediates, the methodology provides fast quenching of radical intermediates and thus suppresses rearrangement of radical intermediates before the hydride quench. By offering new reactivity and selectivity to the trialkyltin hydride mediated free radical cyclization reactions, the methodology will find wide range of applications in organic synthesis.Keywords
This publication has 35 references indexed in Scilit:
- Iron‐Catalyzed Reductive Radical Cyclization of Organic Halides in the Presence of NaBH4: Evidence of an Active Hydrido Iron(I) CatalystAngewandte Chemie, 2012
- Experimental Thermochemistry of SiCl3R (R = Cl, H, CH3, C2H5, C2H3, CH2Cl, SiCl3), SiCl3+, and SiCl3•The Journal of Physical Chemistry A, 2009
- Evaluation of data for atmospheric models: Master Equation/RRKM calculations on the combination reaction ClO + NO2 → ClONO2 , a recurring issueInternational Journal of Chemical Kinetics, 2009
- TPEPICO Spectroscopy of Vinyl Chloride and Vinyl Iodide: Neutral and Ionic Heats of Formation and Bond EnergiesThe Journal of Physical Chemistry A, 2008
- Cross‐Coupling of Alkyl Halides with Aryl Grignard Reagents Catalyzed by a Low‐Valent Iron ComplexAngewandte Chemie, 2004
- Tributylgermanium hydride as a replacement for tributyltin hydride in radical reactionsElectronic supplementary information (ESI) available: full experimental details and data. See http://www.rsc.org/suppdata/ob/b3/b310520b/Organic & Biomolecular Chemistry, 2004
- Rate constants and Arrhenius parameters for the reactions of some carbon-centered radicals with tris(trimethylsilyl)silaneThe Journal of Organic Chemistry, 1991
- Kinetics of the reaction of a secondary alkyl radical with tri-n-butylgermanium hydride and calibration of a secondary alkyl radical clock reactionThe Journal of Organic Chemistry, 1987
- Vinyl radical cyclizations mediated by the addition of stannyl radicals to triple bondsJournal of the American Chemical Society, 1987
- Method for catalytic dehalogenations via trialkyltin hydridesThe Journal of Organic Chemistry, 1975